反応 #65042

反応方程式

N-(2,6-diisopropylphenyl)-2-chloroacetamide

ethyl 2-mercaptoacetate

potassium carbonate

hydrochloric acid

→

N-(2,6-diisopropylphenyl)-2-(ethoxycarbonylmethylthio)acetamide

収率 90.4%

溶媒

dimethyl sulfoxide

water

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   抽出The reaction mixture was extracted with 300 ml of ethyl acetate
3. 3
   洗浄the extract was washed successively with a 1N hydrochloric acid aqueous solution
4. 4
   乾燥a sodium hydrogencarbonate aqueous solution, and a saturated sodium chloride aqueous solution, and dried over magnesium sulfate
5. 5
   その他The solvent was evaporated under reduced pressure

実験手順

A mixture of 18.8 g of N-(2,6-diisopropylphenyl)-2-chloroacetamide, 8.9 g of ethyl 2-mercaptoacetate, 20.4 g of potassium carbonate, and 100 ml of dimethyl sulfoxide was stirred at room temperature for 1 hour, and a mixture of 25 ml of concentrated hydrochloric acid and 100 ml of water was added thereto. The reaction mixture was extracted with 300 ml of ethyl acetate, and the extract was washed successively with a 1N hydrochloric acid aqueous solution, a sodium hydrogencarbonate aqueous solution, and a saturated sodium chloride aqueous solution, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to yield 22.6 g of N-(2,6-diisopropylphenyl)-2-(ethoxycarbonylmethylthio)acetamide as white needle crystals (m.p.=124.0°-125.0° C.).

出典