반응 #215521

반응 방정식

4-[N-carbobenzyloxy-(2-cyclohexylethylamino)]phenylacetyl chloride

malic acid

hydrogen

triethylamine

→

O-[4-(2-cyclohexylethylamino)phenylacetyl]malic acid

용매

tetrahydrofuran

ether

반응 조건

후처리

1. 1
   온도An immediate precipitate forms, but the mixture is refluxed for one hour
2. 2
   여과filtered while hot
3. 3
   세척The solid is washed several times with hot ether
4. 4
   기타the ether is evaporated
5. 5
   기타to yield a white solid
6. 6
   여과The catalyst is filtered
7. 7
   기타the solution is evaporated
8. 8
   기타The residue is crystallized from acetic acid

실험 절차

A warm solution of 4-[N-carbobenzyloxy-(2-cyclohexylethylamino)]phenylacetyl chloride and 1.3 g. triethylamine in 100 ml. ether is treated with 2 g. malic acid. An immediate precipitate forms, but the mixture is refluxed for one hour and filtered while hot. The solid is washed several times with hot ether, then the ether is evaporated to yield a white solid. The product is dissolved in tetrahydrofuran (100 ml.) and hydrogenated over 600 mg. 10% palladium-on-carbon at 50 psi until hydrogen uptake stops. The catalyst is filtered, and the solution is evaporated. The residue is crystallized from acetic acid to yield O-[4-(2-cyclohexylethylamino)phenylacetyl]malic acid.

출처