羧酸成酰氯

产物官能团类型

1. SOCl2 2. (COCl)2

1. SOCl2

二氯亚砜(SOCl2)通常用于将羧酸转化为酸氯。通常的条件是将底物在纯SOCl2中回流搅拌数小时。有时会使用溶剂(例如ACN)。

案例

A mixture of the SM (1.0 g, 6.3 mmol) in ACN (20 mL) was treated with SOCl2 (0.8 mL). The resulting mixture was refluxed for 2 h. The solvent was removed in vacuo to provide the crude product as an oil which was used in the next step without further purification.

Patent Reference: WO2010016005, page 89

2. (COCl)2

草酰氯 [(COCl)2] 也常用于将羧酸转化为酸氯。该过程通常是在室温下将底物与 (COCl)2 和催化量的 DMF 在 DCM 中搅拌完成。

案例

TTo a suspension of the SM (0.3 g, 2.38 mmol) in DCM (10 mL) was added (COCl)2 (0.3 mL, 3.6 mmol) dropwise at 0 C. The resulting mixture was stirred at RT for 1 h then heated to 70 C for 2 h. After cooling to RT the excess (COCl)2 and solvent were removed in vacuo (at <40 C) to provide the product as a gum which was taken to the next step without further purification.

Patent Reference: WO2010038081, page 138

反应机理