تفاعل #63502

معادلة التفاعل

dicyclohexylcarbodiimide

1,2,3,4-tetrahydro-6,7-dimethoxy-1-methyl-isoquinoline

p-nitrophenylacetic acid

→

N-(4-nitrophenylacetyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methylisoquinoline

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   أخرىThe precipitated solid was removed by filtration
2. 2
   أخرىthe filtrate evaporated to an oily residue
3. 3
   workup.ADDITIONThe residue was treated with 500 ml methanol
4. 4
   ترشيحthe solid precipitate collected by filtration
5. 5
   أخرىto give
6. 6
   أخرىafter drying

الإجراء التجريبي

To a stirred solution of 1,2,3,4-tetrahydro-6,7-dimethoxy-1-methyl-isoquinoline (35.2 g, 0.17 m) in methylene chloride (50 ml) under nitrogen at ambient temperature was added p-nitrophenylacetic acid (31.4 g, 0.17 m) and then portionwise dicyclohexylcarbodiimide (37.0 g, 0.18 m) and the mixture stirred for 3 hr. The precipitated solid was removed by filtration and the filtrate evaporated to an oily residue. The residue was treated with 500 ml methanol and the solid precipitate collected by filtration to give, after drying, N-(4-nitrophenylacetyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methylisoquinoline as a yellow solid, 66.0 g (100+% yield). The product contains a small amount of dicyclohexylurea.

المصدر