Triethylamine → HCID 19905964, compound

Participants

Reaction Conditions

Reaction Steps

2-Octyl-1-dodecanol (20 ml, 56.14 mmol) and anhydrous triethylamine (16 ml, 112.28 mmol) were dissolved in dry dichloromethane (60 ml). The solution was cooled to 0° C. and methanesulfonyl chloride (5.2 ml, 67.36 mmol) in dry dichloromethane (40 ml) added dropwise. After completion of the addition, the mixture was stirred at 0° C. for 3 hours and then refrigerated (2-8° C.) overnight. The reaction mixture was poured on ice (500 grams), allowed to warm to room temperature, and extracted with ether (3×150 ml). The organic phase was washed consecutively with water (150 ml), 2% H2SO4 (150 ml), water (150 ml), saturated sodium bicarbonate (150 ml) and again with water (150 ml). The organic phase was dried over anhydrous Na2SO4 and the solvent was removed under reduced pressure, yielding 22.8 grams of methanesulfonic acid 2-octyl-dodecyl ester as a yellow oil.

Provenance & Evidence