反应详情

To a solution of 5-trifluoromethyl-2-mercaptobenzimidazole (1.09 g, 5 mmol) (Senn-Bilfingen, J., DE 3240298(1983)) in methanol (10 mL) was added 2N aqueous sodium hydroxide (6 mmol) and geranyl chloride (0.86 g, 5 mmol). The resultant solution was stirred for 48 hours at ambient temperature, evaporated in vacuo, dissolved in methylene chloride, washed with saturated sodium chloride, and dried over sodium sulfate. Evaporation of the solvent gave an oil which was flash chromatographed (5% MeOH (CH2Cl2) in Merck Kieselgel) and treated with charcoal. Evaporation of the solvent gave an off-white solid of the title compound (550 mg). m.p. 106°-108° C. NMR (CDCl3)δ7.83(m,1H), 7.57(m,2H), 5.43(d, J=7 Hz,1H), 5.2(m,1H), 4.03(d,J=7Hz,2H), 2.0(m,4H), 1.70(s,3H), 1.67(s,3H), 1.65(s,3H).

1. customevaporated in vacuo
2. dissolutiondissolved in methylene chloride
3. washwashed with saturated sodium chloride
4. dry with materialdried over sodium sulfate
5. customEvaporation of the solvent
6. customgave an oil which
7. customchromatographed (5% MeOH (CH2Cl2) in Merck Kieselgel)
8. additiontreated with charcoal
9. customEvaporation of the solvent