Water → 2-Hydroxy-4-(methylsulfonyl)benzoic acid

HRID 452446ノート

反応式

HRID 452446 の反応式
B(Br)(Br)Br.C[O:6][C:7]1[CH:15]=[C:14]([S:16]([CH3:19])(=[O:18])=[O:17])[CH:13]=[CH:12][C:8]=1[C:9]([OH:11])=[O:10].O>C(Cl)Cl>[OH:6][C:7]1[CH:15]=[C:14]([S:16]([CH3:19])(=[O:18])=[O:17])[CH:13]=[CH:12][C:8]=1[C:9]([OH:11])=[O:10]

参加物

5

反応物 3

HCID 962WaterHCID 25134Boron tribromideHCID 144781692-Methoxy-4-(methylsulfonyl)benzoic acid

生成物 1

HCID 184615502-Hydroxy-4-(methylsulfonyl)benzoic acid収率 95.7%

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 1.0 M boron tribromide (44.0 ml, 44.0 mmol) in DCM (20 ml) was cooled to 0° C. 2-methoxy-4-(methylsulfonyl)benzoic acid (4.0 g, 17.4 mmol) dispergated in DCM (120 ml) was slowly added to the tribromide-solution during 20 minutes. The reaction mixture was vigorously stirred for 1.5 h at 0° C. Water was added and the organic phase was separated. The aqueous phase was extracted with DCM and EtOAc. The combined organic phases was dried (Na2SO4) and evaporated under reduced pressure to give a white powder (3.6 g). 1H-NMR (400 MHz, MeOH): δ 8.07 (1H, d, J 8.0 Hz), 7.42 (1H, d, J 2.0 Hz), δ 7.38 (1H, dd, J1 8.4 Hz, J2 1.6 Hz), δ 3.11 (3H, s).

後処理

  1. customthe organic phase was separated
  2. extractionThe aqueous phase was extracted with DCM and EtOAc
  3. dry with materialThe combined organic phases was dried (Na2SO4)
  4. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-fc6f63d96a6b482c8c9e53f34771cdc8
出典データセット
uspto-grants-2013_07
特許番号
US08492372B2

反応ノート

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