Triethylamine → HCID 86624770, compound

Participants

Reaction Conditions

Reaction Steps

16 g (0.11 mole) of a trans isomer, a cis isomer or a trans/cis isomer mixture of 1-methyl-1-hydroxy-2-(trimethylsilyl)cyclopropane, prepared in Section (1) was dissolved in 150 ml of dichloromethane and 25 ml of triethylamine was added thereto. The reaction solution was cooled to 0° C., 16 g (0.14 mole) of methanesulfonylchloride was gradually added thereto and the mixture was vigorously stirred for 1 hour. 50 mL of a saturated aqueous NaHCO3 solution was added to the reaction mixture to complete the reaction. An organic layer was separated from the reaction solution, dried over anhydrous magnesium sulfate (MgSO4), and concentrated by distillation of the solvent. Although the concentrate may be used directly without any further purification, it was finely purified by vacuum distillation (55-60° C./0.1 mmHg). As a result, 21.4 g (0.0096 mole, yield: 87%) of 1-methyl-1-(methanesulfonyloxy)-2-(trimethylsilyl)cyclopropane was obtained as a trans isomer, a cis isomer and a mixture thereof.

Provenance & Evidence