Sulfuric Acid → 3-Bromo-4-hydroxybenzamide

HRID 130955

반응식

HRID 130955 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[C:5]#[N:6].[OH:11]S(O)(=O)=O>>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[C:5]([NH2:6])=[O:11]

참가 물질

3

반응물 2

HCID 1118Sulfuric AcidHCID 753413-Bromo-4-hydroxybenzonitrile

생성물 1

HCID 151699323-Bromo-4-hydroxybenzamide수율 83%

반응 조건

온도
80 °C

실험 절차

3-Bromo-4-hydroxy-benzonitrile (495 mg, 2.5 mmol) is dissolved in H2SO4 98%, heat the solution at 80° C. for 1 hour. Cool the mixture at room temperature and pour it into ice-water. Extract the aqueous layer with EtOAc. Dry the organic layer over Na2SO4. Eliminate the solvent to obtain the title compound (450 mg, 83%). 1H-NMR (metanol-d4, 200 MHz): 8.04 (d, 1H, J=2.0 Hz), 7.70 (dd, 1H, J=2.0 and 8.4 Hz), 6.93 (d, 1H, J=8.6 Hz)

후처리

  1. temperatureCool the mixture at room temperature
  2. extractionExtract the aqueous layer with EtOAc
  3. dry with materialDry the organic layer over Na2SO4

출처 및 근거

ORD 기록
ord-72cd4c6ae79144deb8de692b6ff3ff36
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07381719B2

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