Nitric Acid → Diclopentezol

HRID 1200233ノート

反応式

HRID 1200233 の反応式
C[C@@H](N)C(O)C1C=CC=CC=1.Cl.[BH4-].[Na+].[Cl:15][C:16]1[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:17]=1[CH:23]=[C:24]([N:31]1[CH:35]=[N:34][CH:33]=[N:32]1)[C:25](=[O:30])[C:26]([CH3:29])([CH3:28])[CH3:27].[N+]([O-])(O)=O>ClC1C=CC=CC=1.CN(C)C=O>[Cl:15][C:16]1[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:17]=1[CH:23]=[C:24]([N:31]1[CH:35]=[N:34][CH:33]=[N:32]1)[CH:25]([OH:30])[C:26]([CH3:27])([CH3:28])[CH3:29]

参加物

7

反応物 4

HCID 944Nitric AcidHCID 198220(2R)-2-amino-1-phenylpropan-1-ol;hydrochlorideHCID 4311764Sodium borohydrideHCID 540307821-(2,4-Dichlorophenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl1-penten-3-one

生成物 1

HCID 91738Diclopentezol収率 100.3%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 7964Chlorobenzene溶媒2 回

実験手順

To d-norephedrine hydrochloride (832 g) and monochlorobenzene (2,343 g), a dimethylformamide solution of sodium borohydride (166 g) was added, and the resultant mixture was stirred at a temperature of 20° to 30° C. for 1 hour. A monochlorobenzene solution of the E isomer of 1-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl1-penten-3-one (991 g) was added thereto, followed by stirring at the same temperature as above for 10 hours. The reaction mixture was treated with dilute nitric acid. The monochlorobenzene layer was separated and concentrated to give the E isomer of 1-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-ol (1,000 g) (content, 97.0%; yield, 97.0%).

後処理

  1. customThe monochlorobenzene layer was separated
  2. concentrationconcentrated

出典と根拠

ORDレコード
ord-13c346453b1344d8b00b96497f1e5aa2
出典データセット
uspto-grants-1990_02
特許番号
US04904793

反応ノート

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