Triethylamine → HCID 178455455, compound

Participants

Reaction Steps

To an ice-cooled solution of 27.6 g (107 mmol) of trans-[4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexyl]-methanol and 9.99 mL (128 mmol, 1.2 eq) of methanesulfonyl chloride in 350 mL of CH2Cl2 were added under stirring 29.6 mL (213 mmol, 2 eq) of Et3N within 20 min keeping the temperature at 0-10° C. The reaction mixture was stirred at RT for 1 h. It was then partitioned between CH2Cl2, 1M HCl and water. The CH2Cl2-phase was dried over MgSO4 and concentrated to yield 38.2 g of crude trans-methanesulfonic acid 4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexylmethyl ester as colorless viscous oil, MS: 354 (M+NH4+).

Provenance & Evidence