Reference 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.
In a microwave reaction vial, 4-hydroxybenzaldehyde (1.20 g), K2CO3 (2.04 g), and NaI(49.0 mg), bromocyclopropane (1.02 mL), and DMF (9.80 mL) were mixed and the vialwas sealed. The mixture was stirred for 3 h at 200 oC with microwave irradiation. Aftercooled to room temperature, the mixture was poured into water and extracted with Et2O3 times. Combined organic layers were washed with brine, passed through PhaseSeparator, and concentrated under reduced pressure. The residue was purified by flashcolumn chromatography (gradient from hexane to hexane/EtOAc = 1:1) to give 3h (510mg) as a colorless oil. 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 0.76 – 0.91 (m, 4 H) 3.77 – 3.88 (m, 1 H) 7.12 – 7.19 (m, 2 H) 7.80 – 7.87 (m, 2 H) 9.90 (s, 1 H).MS ESI/APCI Dual posi: 163[M+H]+, 185[M+Na]+.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Article; Hamada, Makoto; Takayama, Tetsuo; Shibata, Tsuyoshi; Hiratate, Akira; Takahashi, Masato; Yashiro, Miyoko; Takayama, Noriko; Okumura-Kitajima, Lisa; Koretsune, Hiroko; Kajiyama, Hiromitsu; Naruse, Takumi; Kato, Sota; Takano, Hiroki; Kakinuma, Hiroyuki; Bioorganic and Medicinal Chemistry Letters; vol. 28; 10; (2018); p. 1725 – 1730;,
Bromide – Wikipedia,
bromide – Wiktionary