Benzene → N-chloroformyl,N-phenyl valine

HRID 1389361노트

반응식

HRID 1389361 반응식
[C:1]1([NH:7][C@H:8]([C:12]([OH:14])=[O:13])[CH:9]([CH3:11])[CH3:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:15](Cl)([Cl:17])=[O:16].C1C=CC=CC=1.CN(C1C=CC=CN=1)C>C(Cl)(Cl)Cl.O>[Cl:17][C:15]([N:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[C@H:8]([C:12]([OH:14])=[O:13])[CH:9]([CH3:11])[CH3:10])=[O:16]

참가 물질

6

반응물 4

HCID 241Benzene2회HCID 6371Phosgene2회HCID 218852-Dimethylaminopyridine2회HCID 10867191N-phenylvaline

생성물 1

HCID 86737428N-chloroformyl,N-phenyl valine

시약·촉매·용매 1

HCID 22418719Chloroform water용매

실험 절차

To the m-phenoxybenzyl ester of N-phenyl valine (1.2 mmole) is added 12.5% phosgene in benzene (2.3 mmole), cooled in an ice bath, and then dimethylaminopyridine (1.22 mmole). The reaction mixture is stirred at RT for 3 days. Then one ml of benzene, 0.15 g of dimethylaminopyridine and 2 ml of phosgene are added and the reaction stirred overnight at RT. The reaction is worked up using chloroform/water. The chloroform layer is washed with dilute sulfuric acid, water and brine, dried over sodium sulfate and filtered. The solvent is removed by rotoevaporation to yield the m-phenoxybenzyl ester of N-chloroformyl,N-phenyl valine.

후처리

  1. temperaturecooled in an ice bath
  2. stirringthe reaction stirred overnight at RT
  3. washThe chloroform layer is washed with dilute sulfuric acid, water and brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customThe solvent is removed by rotoevaporation

출처 및 근거

ORD 기록
ord-ad90cdaddf5d4c1abb8ff1cbbf7007ae
출처 데이터셋
uspto-grants-1981_01
특허 번호
US04243819

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