Benzyl 2(R)-benzyl-4-oxopentanoate → 2(R)-benzyl-4-oxopentanoic acid

HRID 2380128노트

반응식

HRID 2380128 반응식
[CH2:1]([C@H:8]([CH2:19][C:20](=[O:22])[CH3:21])[C:9]([O:11]CC1C=CC=CC=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>C(O)C.[Pd]>[CH2:1]([C@H:8]([CH2:19][C:20](=[O:22])[CH3:21])[C:9]([OH:11])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 2

HCID 14989079Benzyl 2(R)-benzyl-4-oxopentanoateHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 149890802(R)-benzyl-4-oxopentanoic acid수율 88%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A solution or 1.00 g (3.37 mmoles) of benzyl 2(R)-benzyl-4-oxopentanoate (prepared as described in Preparation 19) in 10 ml of ethanol was stirred at room temperature for 3 hours in the presence of 100 mg of 10% w/w palladium-on-charcoal and under about 4 atmospheres of hydrogen. At the end of this time, the catalyst was removed by filtration, and then the solvent was removed by distillation under reduced pressure. The residue was recrystallized from a mixture of hexane and diisopropyl ether, to give 610 mg (yield 88%) of the title compound as white crystals, melting at 71°-73° C.

후처리

  1. customAt the end of this time, the catalyst was removed by filtration
  2. customthe solvent was removed by distillation under reduced pressure
  3. customThe residue was recrystallized from a mixture of hexane and diisopropyl ether

출처 및 근거

ORD 기록
ord-f6c5a2c727354d6589838e841fd98a15
출처 데이터셋
uspto-grants-1994_11
특허 번호
US05364844

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