3',5'-Dihydroxyacetophenone → 5-Ethylbenzene-1,3-diol

HRID 1798025노트

반응식

HRID 1798025 반응식
[OH:1][C:2]1[CH:3]=[C:4]([C:9](=O)[CH3:10])[CH:5]=[C:6]([OH:8])[CH:7]=1>Cl.O.[Pd]>[CH2:9]([C:4]1[CH:5]=[C:6]([OH:8])[CH:7]=[C:2]([OH:1])[CH:3]=1)[CH3:10]

참가 물질

4

반응물 1

HCID 1039933',5'-Dihydroxyacetophenone

생성물 1

HCID 127958985-Ethylbenzene-1,3-diol수율 52.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 21885828Hydrate;hydrochloride용매

실험 절차

A mixture of 1-(3,5-dihydroxy-phenyl)-ethanone (5 g, 32.89 mmol), 10% Pd—C (1 g) in 4% HCl—H2O (100 mL) was hydrogenated at 1 atmosphere for 16 hours. The mixture was extracted with EtOAc and the organic extracts was dried over anhydrous MgSO4 and concentrated in vacuo. The residue was purified by silica gel flash column chromatography to give 5-ethyl-benzene-1,3-diol (2.37 g, 52%). 1H NMR (400 MHz, CDCl3δ 6.26 (s, 2H), 6.20 (s, 1H), 4.78 (s, 2H), 2.55 (m, 2H), 1.20 (m, 3H).

후처리

  1. extractionThe mixture was extracted with EtOAc
  2. dry with materialthe organic extracts was dried over anhydrous MgSO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by silica gel flash column chromatography

출처 및 근거

ORD 기록
ord-6f502665671c4d1a93e86c2c7d3b4f6d
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08343944B2

반응 노트

불러오는 중…