Category: 4333-56-6

Related Products of 4333-56-6,Some common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, molecular formula is C3H5Br, 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.

A mixture of 5-bromo-2-chlorophenol (543 mg, 2.62 mmol), bromocyclopropane (836 mul, 10.47 mmol) and caesium carbonate (1.701 g, 5.24 mmol) in N,N-dimethylacetamide (7.5 ml) was stirred for 47 h at 150 C. After 25.25 h further bromocyclopropane (836 mul, 10.47 mmol) was added. The reaction mixture was poured onto ice-water (40 ml) and set to pH=2 with aqueous HCl (1 N, 9.5 ml). This mixture was extracted with TBME (twice 50 ml). The organic layers were washed with brine (40 ml), combined and dried over sodium sulfate. Concentration and purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 67:33) afforded the title compound (570 mg, 87%) as a light yellow oil. MS m/e: 248.0 [M+H]+

The synthetic route of 4333-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Knust, Henner; Nettekoven, Matthias; Pinard, Emmanuel; Roche, Olivier; Rogers-Evans, Mark; US2009/312314; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 4333-56-6, A common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, molecular formula is C3H5Br, 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.

To a stirred solution of 2-bromo-5-fluorophenol (1.0 g) in DMF (15 mL) in a microwave tube was added cesium carbonate (5.0 g), potassium iodide (130 mg) and bromocyclopropane (1.82 g). The mixture was heated in a microwave oven to 180 C for 1 h, to 200 C for 1 h and to 220 C for 1 h. Ethyl acetate was added and the mixture was washed with water. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silica gel chromatography gave 1.14 g of the title compound. 1H-NMR (300MHz, DMSO-d6): delta [ppm]= 0.62 – 0.88 (m, 4H), 3.90 – 4.00 (m, 1 H), 6.77 (td, 1 H), 7.23 (dd, 1 H), 7.48 – 7.63 (m, 1 H).

The synthetic route of 4333-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; KOSEMUND, Dirk; WENGNER, Antje Margret; SIEMEISTER, Gerhard; STOeCKIGT, Detlef; BRUENING, Michael; WO2013/87579; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 4333-56-6, These common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, 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.

Cyclopropyl bromide (4.64 g, 38.4 mmol, 1.2eq) was dissolved in dry diethylether (50 mL) under argon, cooled to-78 C and treated with tert-BuLi (45 mL of a 1.7M solution in pentane, 76.5 mmol, 2.4eq). After 10 minutes, cooling was removed and the mixture stirred at room temperature for 1 hr. After recooling TO-40 OC, a solution of intermediate 4 (8.43 g, 32 mmol, 1EQ) in dry diethylether (40 mL) was added and stirring continued at- 40 C for 1.5 hrs. 5M HCI was added (50 mL) and the phases separated. The aqueous phase was washed with diethylether (discarded) and then basified with KOH pellets to pH > 10 in the presence of diethylether. The organic phase was washed with water and brine and then evaporated to DRYNESS IN VACUO to afford the title compound as a colourless oil (6.42 g, 86%) ; 1 H NMR (400MHZ, CDCI3) 0.13-0. 15 (1 H, m), 0.34-0. 37 (2H, m), 0.60 – 0. 70 (1 H, m), 0.83 (3H, d, J = 7Hz), 0.91 (3H, d, J = 7Hz), 0.98-1. 00 (1 H, m), 1.71- 1.77 (1 H, m), 2.44-2. 48 (1 H, m), 3.00 (1 H, d, J = 8Hz), 3.32 and 3.36 (1 H, dd, J = 5 and 11 Hz), 3.59 and 3.61 (1 H, dd, J = 5 and 11 Hz), 7.25-7. 42 (5H, m); m/z (APCI) : 234 [M+H] +.

Statistics shows that Bromocyclopropane is playing an increasingly important role. we look forward to future research findings about 4333-56-6.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/14575; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary