Boron tribromide → 4-[5-(4-Hydroxyphenyl)thiazol-2-yl]benzoic acid

HRID 2270052노트

반응식

HRID 2270052 반응식
B(Br)(Br)Br.C[O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[S:17][C:16]([C:18]3[CH:27]=[CH:26][C:21]([C:22]([O:24][CH3:25])=[O:23])=[CH:20][CH:19]=3)=[N:15][CH:14]=2)=[CH:9][CH:8]=1>ClCCl>[OH:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[S:17][C:16]([C:18]3[CH:27]=[CH:26][C:21]([C:22]([O:24][CH3:25])=[O:23])=[CH:20][CH:19]=3)=[N:15][CH:14]=2)=[CH:11][CH:12]=1.[OH:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[S:17][C:16]([C:18]3[CH:27]=[CH:26][C:21]([C:22]([OH:24])=[O:23])=[CH:20][CH:19]=3)=[N:15][CH:14]=2)=[CH:11][CH:12]=1

참가 물질

5

반응물 2

HCID 25134Boron tribromideHCID 18331084Methyl 4-[5-(4-methoxyphenyl)thiazol-2-yl]benzoate

생성물 2

HCID 183310804-[5-(4-Hydroxyphenyl)thiazol-2-yl]benzoic acid수율 211.3%HCID 18331082Methyl 4-[5-(4-hydroxyphenyl)thiazol-2-yl]benzoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of boron tribromide (1.0M in dichloromethane, 97.7 ml) was added dropwise methyl 4-[5-(4-methoxyphenyl)thiazol-2-yl]benzoate (3.18 g) in dichloromethane (50 ml) at −78° C. The reaction mixture was allowed to warm to room temperature, and stirred for 2 hours. The reaction mixture was poured into ice-water (1000 ml), and stirred for 30 minutes at room temperature. The precipitate was collected by filtration, washed with water, and dried overnight to give in the proportion of 37:63 mixture of methyl 4-[5-(4-hydroxyphenyl)thiazol-2-yl]benzoate and 4-[5-(4-hydroxyphenyl)thiazol-2-yl]benzoic acid (3.07 g), and those were used without purification in the next reaction.

후처리

  1. stirringstirred for 30 minutes at room temperature
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water
  4. customdried overnight

출처 및 근거

ORD 기록
ord-8e353c564e2647b5802f8fa2ad8205c7
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06331521B1

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