Hydrogen Peroxide → 3-(Benzyloxy)-4-methoxyphenol

HRID 1265152노트

반응식

HRID 1265152 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])C=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.OO.S(=O)(=O)(O)[OH:22]>CO>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([OH:22])[CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 806713-Benzyloxy-4-methoxybenzaldehyde

생성물 1

HCID 135310983-(Benzyloxy)-4-methoxyphenol

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
0 °C

실험 절차

To a cooled (0° C.), stirred solution of 3-benzyloxy-4-methoxybenzaldehyde (10 g) in MeOH (100 mL) was added hydrogen peroxide (5.5 mL of 30% aqueous) dropwise. After having been warmed to RT, concentrated sulfuric acid (1 mL) was added and the resulting solution was allowed to stir for 1.5 h. The reaction mixture was partitioned between ethyl ether/saturated aqueous sodium bicarbonate, another organic layer was dried over sodium sulfate and concentrated in vacuo to afford an oil. Flash chromatography (20% ethyl acetate/hexanes) afforded 3-benzyloxy-4-methoxyphenol (5.8 g).

후처리

  1. temperatureAfter having been warmed to RT
  2. customThe reaction mixture was partitioned between ethyl ether/saturated aqueous sodium bicarbonate
  3. dry with materialanother organic layer was dried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customto afford an oil

출처 및 근거

ORD 기록
ord-7066df0bbf2449cd9049779d00cc2059
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06545018B2

반응 노트

불러오는 중…