Sulfuryl chloride → HCID 86598003, compound

Participants

Reaction Steps

A solution of (67) (1.83 g, 6.34 mmol) in CH2Cl2 at 0° C. was treated with sulfuryl chloride (0.62 mL, 7.61 mmol) under N2 for 10 min, then the reaction mixture was concentrated to dryness in vacuo to afford crude (1-cyclopentanecarbonyloxy-butoxy) chloroformate in quantitative yield. The chloroformate was dissolved in CH2Cl2, and was added to a mixture of N-hydroxysuccinimide (1.09 g, 9.51 mmol) and pyridine (1.28 mL, 15.8 mmol) in CH2Cl2 at 0° C. The reaction mixture was stirred at 0° C. for 1 h, then was washed with water, dilute HCl and brine and dried over Na2SO4. After removal of solvent in vacuo the title N-hydroxysuccinimidyl carbonate (68) was obtained in quantitative yield, and was used in the subsequent step without further purification.

Provenance & Evidence