反応 #1170

反応方程式

ammonia

Cyclopentylacetic acid

thionyl chloride

DMF

→

cyclopentylacetamide

収率 52.0%

溶媒

Dichloromethane

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   workup.STIRRINGthe mixture stirred for 0.5 h
3. 3
   抽出The solution was extracted with CH2Cl2 (3×)
4. 4
   洗浄the combined extracts washed with 1N HCl
5. 5
   乾燥dried over MgSO4
6. 6
   濃縮concentrated

実験手順

Cyclopentylacetic acid (5.2 g, 41 mmol) and thionyl chloride (10 mL) were combined then DMF (0.2 mL) was added and the solution was stirred 1.5 h at R.T. Dichloromethane (10 mL) was added and the solution cooled in an ice bath whereupon 25% aqueous ammonia (30 mL) was added and the mixture stirred for 0.5 h. The solution was extracted with CH2Cl2 (3×) and the combined extracts washed with 1N HCl, dried over MgSO4, and concentrated to give cyclopentylacetamide (2.699 g, 52%). [1H]-NMR(CDCl3) consistent with structure.

出典