Water → 1-(3-Bromo-4-hydroxyphenyl)ethanone

HRID 68596노트

반응식

HRID 68596 반응식
[CH3:1][C:2]([C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1)=[O:3].[Br:11]Br.O>C(O)(=O)C>[Br:11][C:6]1[CH:5]=[C:4]([C:2](=[O:3])[CH3:1])[CH:9]=[CH:8][C:7]=1[OH:10]

참가 물질

5

반응물 3

HCID 962WaterHCID 74694'-HydroxyacetophenoneHCID 24408Bromine

생성물 1

HCID 6080941-(3-Bromo-4-hydroxyphenyl)ethanone수율 39.1%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

To a solution of 4-hydroxyacetophenone (6.8 g, 0.05 mol, 1 eq) in 60% acetic acid (50 mL), was added a solution of bromine (2.6 mL, 0.05 mol, 1 eq) in 80% acetic acid (20 mL). After stirring at room temperature for 30 min, the reaction mixture was poured into 100 mL of cold water. The solid was filtered and the filtrate was further diluted with 500 mL of cold water. The white precipitate was collected by filtration, washed with water and dried under vacuum to afford 4.2 g (39%) of 1-(3-bromo-4-hydroxyphenyl)ethanone (15) as white solid. 1HNMR (CDCl3, 400 MHz): δ 8.15 (s, 1H), 7.86 (d, 1H), 7.18 (d, 1H), 5.96 (s, 1H), 2.56 (s, 3H). MS (ES-API): M+1=216.9. HPLC (Method B) tR=2.48 min.

후처리

  1. filtrationThe solid was filtered
  2. additionthe filtrate was further diluted with 500 mL of cold water
  3. filtrationThe white precipitate was collected by filtration
  4. washwashed with water
  5. customdried under vacuum

출처 및 근거

ORD 기록
ord-6eddd28ac4fb4e4c8c503c75995f29ea
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822467B2

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