Synthetic Route of 35120-18-4,Some common heterocyclic compound, 35120-18-4, name is Ethyl 1-bromocyclobutanecarboxylate, molecular formula is C7H11BrO2, 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 solution of (5Z,8Z,1 1 Z,14Z,17Z)-icosa-5,8,1 1 ,14,17-pentaene-1 -thiol (305 mg, 1 .00 mmol) in dry DMF (10 mL) at 0C under inert atmosphere was added NaH (60% in mineral oil, 44 mg, 1 .1 mmol). After fifteen minutes ethyl 2-bromo-cyclobutane carboxylate (170 muIota_, 1 .05 mmol) was added and the mixture was stirred for 1 .5 hour at 0C. The reaction was quenched by addition of sat. aq. NH4CI (20 mL). Heptane (50 mL) was added, and the phases were separated. The water phase was extracted with heptane (2×25 mL). The combined organics were washed with water (25 mL) and brine (25 mL), dried (MgSC ), filtered and evaporated to give 409 mg of the title compound as a crude oil. Purification by flash chromatography on silica gel using isocratic elution (heptane:acetone 98:2) afforded 243 mg (56% yield) of the title compound as oil. 1 H- NMR (300 MHz, CDCI3): delta 0.95 (t, 3H), 1.27 (t, 3H), 1 .42 (d, 3H), 1.54 (m, 2H), 1.84 (m, 1 H), 1 .96-2.23 (m, 7H), 2.51 (m, 2H), 2.60 (m, 2H), 2.73-2.90 (m, 8H), 4.18 (m, 2H), 5.23-5.43 (m, 10H); MS (CI (CH4)): 471 [M+C3H5]+, 459 [M+C2H5]+, 431 [M+H]+, 385 [M-OEt]+, 357 [M-C02Et]+, 303 [R-S],+.
The synthetic route of 35120-18-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; PRONOVA BIOPHARMA NORGE AS; STEINEGER, Hilde; (38 pag.)WO2016/173923; (2016); A1;,
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