These common heterocyclic compound, 3814-30-0, name is (Bromomethyl)cyclopentane, 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. SDS of cas: 3814-30-0
General procedure: The solution of dihydroxyacetophenone (1, 1.0equiv), anhydrous potassium carbonate (2.0equiv) and corresponding alkyl bromides (2, 1.1equiv) in acetonitrile was stirred at 70-80C for 4-5h. After evaporation of acetonitrile, the reaction mixture was diluted with dichloromethane and washed with water three times. The organic layer was dried with anhydrous sodium sulfate and evaporated under reduced pressure. The crude product was purified by column chromatography to give 3. 6.1.1.9 1-(2-(Cyclopentylmethoxy)-6-hydroxyphenyl)ethanone (3i) Yield 50%; white semi solid; Rf 0.61 (0.5:9.5 EA: HX); IR (KBr) 3239, 2911, 2840, 1614 cm-1; 1H NMR (CDCl3) delta 13.23 (s, 1H), 7.29 (t, J = 8.4 Hz, 1H), 6.52 (dd, J = 0.8, 8.4 Hz, 1H), 6.39 (d, J = 8.2 Hz, 1H), 3.94 (d, J = 7.07 Hz, 2H), 2.70 (s, 3H), 2.33-2.57 (m, 1H), 1.85 (dd, J = 5.73, 6.95 Hz, 2H), 1.52-1.63 (m, 4H), 1.31-1.45 (m, 2H).
The synthetic route of (Bromomethyl)cyclopentane has been constantly updated, and we look forward to future research findings.
Reference:
Article; Venkateswararao, Eeda; Sharma, Vinay K.; Yun, Jieun; Kim, Youngsoo; Jung, Sang-Hun; Bioorganic and Medicinal Chemistry; vol. 22; 13; (2014); p. 3386 – 3392;,
Bromide – Wikipedia,
bromide – Wiktionary