Benzene → N-chloroformyl,N-phenyl valine

HRID 648266ノート

反応式

HRID 648266 の反応式
[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]

参加物

6

反応物 4

HCID 241Benzene2 回HCID 6371Phosgene2 回HCID 218852-Dimethylaminopyridine2 回HCID 10867191N-phenylvaline

生成物 1

HCID 86737428N-chloroformyl,N-phenyl valine

試薬・触媒・溶媒 1

HCID 22418719Chloroform water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c5bd1f3718e0479a975b9f0fc0157ec6
出典データセット
uspto-grants-1983_10
特許番号
US04411912

反応ノート

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