Diethyl Ether → 3-(4-Methoxyphenyl)propanal

HRID 2415428노트

반응식

HRID 2415428 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH2:11][OH:12])=[CH:5][CH:4]=1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.C(OCC)C>ClCCl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH:11]=[O:12])=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 794063-(4-Methoxyphenyl)-1-propanolHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 111266073-(4-Methoxyphenyl)propanal수율 52%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

2.34 g (14.10 mmoles) of 3-(4-methoxyphenyl)-1-propanol were dissolved in 20 ml of dry dichloromethane and slowly added to a suspension of 4.56 g (21.15 mmoles) of pyridinium chlorochromate in 25 ml of dichloromethane. Once the reaction was completed, which was followed by thin layer chromatography, 3 ml of diethyl ether were added in portions and the mixture was filtered over celite. The ether phase was washed three times with water and left to dry over anhydrous sodium sulphate for an entire night. The 3-(4-methoxyphenyl)-propanal was purified by column chromatography using as eluent ethyl acetate: dichloromethane in increasing polarity, with 1.20 g of an oil being obtained (52% yield).

후처리

  1. additionwere added in portions
  2. filtrationthe mixture was filtered over celite
  3. washThe ether phase was washed three times with water
  4. waitleft
  5. dry with materialto dry over anhydrous sodium sulphate for an entire night
  6. customThe 3-(4-methoxyphenyl)-propanal was purified by column chromatography
  7. temperaturedichloromethane in increasing polarity

출처 및 근거

ORD 기록
ord-aeb60fb5b84642e687c58ffa35451c03
출처 데이터셋
uspto-grants-2004_11
특허 번호
US06818780B2

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