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

HRID 2380128ノート

反応式

HRID 2380128 の反応式
[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

参加物

5

反応物 2

HCID 14989079Benzyl 2(R)-benzyl-4-oxopentanoateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 149890802(R)-benzyl-4-oxopentanoic acid収率 88%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f6c5a2c727354d6589838e841fd98a15
出典データセット
uspto-grants-1994_11
特許番号
US05364844

反応ノート

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