Sulfuryl chloride → t-Butyl (carbonochloridoyloxy)methyl succinate

Participants

Reaction Conditions

Reaction Steps

To a solution of carbonothioate 2 (1.06 g, 3.63 mmol) in ice-cold CH2Cl2 (18 mL) was added sulfuryl chloride (441 μL, 5.44 mmol) and the mixture was stirred at 0° C. for 2 h 10 min, after which an additional amount of sulfuryl chloride (147 μL, 1.82 mmol) was added. The mixture was concentrated to dryness, providing chloroformate 3 as a colorless oil (1.13 g, >quant.) which was used directly in the next step. 1H NMR (400 MHz, CDCl3) δ 1.45 (s, 9H), 2.57-2.60 (m, 2H), 2.66-2.70 (m, 2H), 5.84 (s, 2H).

Provenance & Evidence