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

HRID 452446노트

반응식

HRID 452446 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 184615502-Hydroxy-4-(methylsulfonyl)benzoic acid수율 95.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-fc6f63d96a6b482c8c9e53f34771cdc8
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492372B2

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