Nitric Acid → Diclopentezol

HRID 1200233노트

반응식

HRID 1200233 반응식
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]

참가 물질

7

반응물 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

생성물 1

HCID 91738Diclopentezol수율 100.3%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 7964Chlorobenzene용매2회

실험 절차

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%).

후처리

  1. customThe monochlorobenzene layer was separated
  2. concentrationconcentrated

출처 및 근거

ORD 기록
ord-13c346453b1344d8b00b96497f1e5aa2
출처 데이터셋
uspto-grants-1990_02
특허 번호
US04904793

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