Category: 17247-58-4

Synthetic Route of 17247-58-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 17247-58-4, name is (Bromomethyl)cyclobutane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of KOtBu (28 g, 249.5 mmol) in THF (180mL) was slowly added drop wise to a stirred solution ofdiphenylimine protected ethyl glycinate (60 g, 224.4 mmol),cyclobutyl methyl bromide (33.5 g, 224.8 mmol) in THF(180 mL) at 50 C within 15 min and the mixture was stirredat 60 C for 6 h. After completion of reaction (monitored byTLC), reaction temperature allowed to cool to 10 C and 2NHCl (100 mL) was added to reaction mixture by maintainingthe temperature below 15 C. After being stirred at rt for 7 h, DCM (400 mL) was added and the pH adjusted to above 12.By separating both the layers aqueous layer was re-extractedusing DCM (250 mL). The combined organic layers werewashed with brine (240 mL), dried over sodium sulfate, filteredthrough a plug of cotton and concentrated under reducedpressure to obtain the desired amino ester (51.8 g,85%) as colorless oil. 1H NMR (400M Hz, CDCl3) delta (ppm):1.25 (t, 3H, J = 6.8 Hz), 1.65-2.14 (m, 8H), 2.42-2.48 (m,1H), 3.72 (q, 2H, J = 6.8 Hz), 3.87-3.93 (m, 1H); MS m/z:172.2 ([M+H]+); IR (KBr) (upsilonmax, Cm-1): 1731.5 (C=O),3314.9 (-NH2), 3379.7 (-NH2).

The synthetic route of (Bromomethyl)cyclobutane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yerrabelly, Jayaprakash Rao; Rebelli, Pradeep; Yalamanchili, Bharathi Kumari; Ghojala, Venkat Reddy; Letters in Organic Chemistry; vol. 13; 5; (2016); p. 352 – 358;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 17247-58-4, name is (Bromomethyl)cyclobutane, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Computed Properties of C5H9Br

General procedure: The alkyl bromide (1.0 equiv) was added to a solution of mercaptoaceticacid (1.0 equiv) in methanol (10.0 mL) and the resultingsolution stirred. Then a solution of NaOH (2.0 equiv) in methanol(5.0 mL)was added slowly, and the final mixturewas stirred at roomtemperature or heated to reflux until absence of the alkyl bromide(checked by TLC). The reaction mixture was concentrated in vacuo,diluted with H2O, and neutralized with 1 N HCl. Then the obtainedreaction mixture was extracted with EtOAc. The combined organicfractions were washed with brine, dried with Na2SO4, and concentratedin vacuo. Purification of the crude residue by column chromatography(petroleum ether/EtOAc) afforded the title compound.

The synthetic route of (Bromomethyl)cyclobutane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Ying; Wu, Bolin; Hao, Yameng; Liu, Yunqi; Zhang, Zhili; Tian, Chao; Ning, Xianling; Guo, Ying; Liu, Junyi; Wang, Xiaowei; European Journal of Medicinal Chemistry; vol. 171; (2019); p. 420 – 433;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 17247-58-4, name is (Bromomethyl)cyclobutane, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 17247-58-4, SDS of cas: 17247-58-4

To a solution of diacetyl-2-acetamido malonate (39, 2.0 g,9.2 mmol) in DMSO was added Cs2CO3 (4.5 g, 13.8 mmol) under an N2 atmosphere. Bromomethylcyclobutane (1.6 g, 10.5 mmol) wasadded to the reaction. The reaction mixturewas heated to 60 C and maintained for 12 h until the completion of reaction as monitored by TLC. The reaction mixture was cooled to rt, poured into ice-coldH2O (100 mL) and extracted with EtOAc (100 mL 3). The organiclayer was washed with brine and dried over Na2SO4. The solid wasfiltered off, and the filtrate was concentrated under reduced pressure to give 2.0 g of 40h (76% yield).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Xue, Xiaoqian; Zhang, Yan; Wang, Chao; Zhang, Maofeng; Xiang, Qiuping; Wang, Junjian; Wang, Anhui; Li, Chenchang; Zhang, Cheng; Zou, Lingjiao; Wang, Rui; Wu, Shuang; Lu, Yongzhi; Chen, Hongwu; Ding, Ke; Li, Guohui; Xu, Yong; European Journal of Medicinal Chemistry; vol. 152; (2018); p. 542 – 559;,
Bromide – Wikipedia,
bromide – Wiktionary

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 17247-58-4, name is (Bromomethyl)cyclobutane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of (Bromomethyl)cyclobutane

Example 5; Preparation of N-cyclobutylmethyl-6,14~endoethano-7-(2-hydroxy-2-cyclobutyl-2-ethyl)-tetrahydronorthebaine (compound (VI); R1 and R2= cyclobutyl); 596 mg (4 mmol) of bromomethyl cyclobutane, 1 g (7.2 mmol) of potassium carbonate and 1 g (2.5 mmol) of the compound of formula (V) obtained in Example 4 were added slowly to 10 ml of dimethylformamide. The resulting mixture was heated to 135 C and stirred for 3 hours. The excess potassium carbonate was removed by filtration, and the solvent was removed by vacuum distillation. The remaining solid was filtered and vacuum dried to obtain the title compound (0.94 g, 81%).

The synthetic route of 17247-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HANMI PHARM. CO., LTD.; WO2006/25710; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 17247-58-4, name is (Bromomethyl)cyclobutane, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 17247-58-4, 17247-58-4

4e. Preparation of cyclobutylcarbinylsulfonamide A solution of 12.3 g (83 mmol) of cyclobutylcarbinyl bromide (Aldrich) and 13.7 g (91 mmol) of sodium iodide in 150 mL of acetone was refluxed overnight and then cooled to room temperature. The inorganic solids were filtered off and the acetone and cyclopropylcarbinyl iodide (8.41 g, 46%) distilled off at ambient and 150 torr at 80 C., respectively. A solution of 4.0 g (21.98 mmol) of cyclobutyl carbinyl iodide in 30 mL of anhydrous diethyl ether (diethyl ether) cooled to -78 C. was cannulated into a solution of 17 mL (21.98 mmol) of 1.3M sec-butyllithium in cyclohexanes and the solution was stirred for 5 minutes. To this mixture was cannulated a solution of 3.0 g (21.98 mmol) of freshly distilled sulfuryl chloride in 110 mL of hexanes cooled to -78 C., the mixture warmed to room temperature over 1 hour and was then carefully concentrated in vacuo. This mixture was redissolved in diethyl ether, washed once with some ice-cold water, dried (MgSO4), filtered, and concentrated carefully. This mixture was redissolved in 30 mL of THF, added dropwise to 500 mL of saturated NH3 in THF and was allowed to stir overnight. The mixture was concentrated in vacuo to a crude yellow solid and was recrystallized from the minimum amount of dichloromethane in hexanes with 1-2 drops of methanol to afford 1.39 g (42%) of cyclobutyl carbinylsulfonamide as a white solid. 1H NMR (CDCl3) delta 1.81-2.03 (m, 4H), 2.14-2.28 (m, 2H), 2.81-2.92 (m, 1H), 3.22 (d, J=7 Hz, 2H), 4.74 (brs, 2H); 13C NMR (CDCl3) delta 19.10, 28.21, 30.64, 60.93; MS m/e 148 (M-1)-. time: 1.73, method B), 818 (M++H)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, (Bromomethyl)cyclobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sin, Ny; Good, Andrew Charles; Venables, Brian Lee; Scola, Paul Michael; Meanwell, Nicholas A.; US2006/183694; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary