Boron tribromide → HCID 23499550、化合物

HRID 1836425ノート

反応式

HRID 1836425 の反応式
B(Br)(Br)Br.C[O:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[C:9]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[CH:8]=1>ClCCl>[OH:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[C:9]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[CH:8]=1

参加物

4

反応物 2

HCID 25134Boron tribromideHCID 23499547HCID 23499547、化合物

生成物 1

HCID 23499550HCID 23499550、化合物収率 62%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

A solution of boron tribromide in dichloromethane (1M, 66 ml.) was added dropwise to a stirred solution of 4-methoxy-2-(4-fluorophenyl)benzoic acid (7.7 g.) in dried dichloromethane (215 ml) under an argon atmosphere at 0° C. The reaction was stirred for 1 hour at 0° C., allowed to warm to ambient temperature and stirred for 16 hours. The reaction was poured into ice water and extracted with dichloromethane followed by ethyl acetate. The combined organic extracts were washed with saturated aqueous sodium hydrogen carbonate and the aqueous phase acidified to pH 1 with concentrated hydrochloric acid and extracted with ethyl acetate. The ethyl acetate extracts were dried and evaporated to dryness to give 4-hydroxy-2-(4-fluorophenyl)benzoic acid (Compound xxx) as a yellow oil (4.5 g), which was used without further purification.

後処理

  1. temperatureto warm to ambient temperature
  2. stirringstirred for 16 hours
  3. extractionextracted with dichloromethane
  4. washThe combined organic extracts were washed with saturated aqueous sodium hydrogen carbonate
  5. extractionextracted with ethyl acetate
  6. dry with materialThe ethyl acetate extracts were dried
  7. customevaporated to dryness

出典と根拠

ORDレコード
ord-dc97306edac84c7e97ba3de359031ebc
出典データセット
uspto-grants-2004_08
特許番号
US06777438B2

反応ノート

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