Boron tribromide → HCID 23499550、化合物

HRID 1251883ノート

反応式

HRID 1251883 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 66.8%

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 (0.066 mol) in dichloromethane (66 ml) was added dropwise to a solution of 4-methoxy-2-(4-fluorophenyl)benzoic acid (7.7 g; 0.029 mol) in dried dichloromethane (215 ml) under argon at 0° C. The reaction was stirred for 1 hour at 0° C. and allowed to warm to ambient temperature and stirred for a further 16 hours. It was then poured into ice water and extracted with firstly dichloromethane then with ethyl acetate. The combined organic extracts were washed with saturated aqueous sodium hydrogen carbonate and the aqueous phase acidified to pH 1 with concentrated HCl and extracted with ethyl acetate. The ethyl acetate extracts were dried (MgSO4) and concentrated in vacuo to give 4-hydroxy-2-(4-fluorophenyl)benzoic acid 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 a further 16 hours
  3. extractionextracted with firstly 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 (MgSO4)
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-149956218e0942a28bbfb0d6e90e2936
出典データセット
uspto-grants-2002_01
特許番号
US06342765B1

反応ノート

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