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Sodium Hydroxide → alpha-(2,6-Dimethyl-4-carboxyphenyl)-2-chloro-5-(1-imidazolyl)benzenemethanol

HRID 543333
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HRID 543333 반응식
[Cl:1][C:2]1[CH:20]=[CH:19][C:18]([N:21]2[CH:25]=[CH:24][N:23]=[CH:22]2)=[CH:17][C:3]=1[C:4]([C:6]1[C:11]([CH3:12])=[CH:10][C:9]([C:13]([OH:15])=[O:14])=[CH:8][C:7]=1[CH3:16])=[O:5].[OH-].[Na+].[BH4-].[Na+]>O>[CH3:16][C:7]1[CH:8]=[C:9]([C:13]([OH:15])=[O:14])[CH:10]=[C:11]([CH3:12])[C:6]=1[CH:4]([C:3]1[CH:17]=[C:18]([N:21]2[CH:25]=[CH:24][N:23]=[CH:22]2)[CH:19]=[CH:20][C:2]=1[Cl:1])[OH:5]
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참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 202062352-Chloro-5-(1-imidazolyl)-2',6'-dimethyl-4'-carboxybenzophenone

생성물 1

HCID 13851129alpha-(2,6-Dimethyl-4-carboxyphenyl)-2-chloro-5-(1-imidazolyl)benzenemethanol수율 94.8%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of 6.4 g of 2-chloro-5-(1-imidazolyl)- 2',6'-dimethyl-4'-carboxybenzophenone and 0.8 g of sodium hydroxide in 35 ml of water is added 1.4 g of sodium borohydride, and the mixture is stirred at 70°-75° C. for 3 hours. After completion of the reaction, a small amount of an insoluble substance is filtered off from the warm mixture and the filtrate is adjusted to pH 4 with concentrated hydrochloric acid under stirring at 80°-90° C. The precipitated crystals are collected by filtration under reduced pressure, washed with water and acetone and dried to give 6.1 g of α-(2,6-dimethyl-4-carboxyphenyl)-2-chloro-5-(1-imidazolyl)benzenemethanol, melting at 317°-320° C. with decomposition as white crystals.

후처리

  1. customAfter completion of the reaction
  2. filtrationa small amount of an insoluble substance is filtered off from the warm mixture
  3. stirringunder stirring at 80°-90° C
  4. filtrationThe precipitated crystals are collected by filtration under reduced pressure
  5. washwashed with water and acetone
  6. customdried

출처 및 근거

ORD 기록
ord-e5dd576a9d034743b80497a2979a9425
출처 데이터셋
uspto-grants-1987_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04661603

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