Ethyl 4-(1-benzyloxycarbonyl-4-piperidyl)-2-chlorobutyrate → 4-Piperidinebutanoic acid, ethyl ester

HRID 649396ノート

反応式

HRID 649396 の反応式
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([CH2:17][CH2:18][CH:19](Cl)[C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>C(O)C.[C].[Pd]>[NH:11]1[CH2:16][CH2:15][CH:14]([CH2:17][CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:13][CH2:12]1

参加物

4

反応物 1

HCID 20143712Ethyl 4-(1-benzyloxycarbonyl-4-piperidyl)-2-chlorobutyrate

生成物 1

HCID 106318484-Piperidinebutanoic acid, ethyl ester

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 702Ethanol溶媒

実験手順

In 20 ml of ethanol is dissolved 10.5 g of ethyl 4-(1-benzyloxycarbonyl-4-piperidyl)-2-chlorobutyrate, and a catalytic reduction reaction is carried out at ordinary temperature and at atmosphereic pressure using 5 g of 10% palladium-carbon (50% in water) as a catalyst. After absorption of hydrogen stops, the catalyst is removed by filtration, and the filtrate is concentrated under reduced pressure to give ethyl 4-(4-piperidyl)butyrate. This product is dissolved in a mixture of 200 ml of ethyl acetate and 100 ml of water, 6 g of sodium hydrogencarbonate is added to the solution, followed by stirring at room temperature. Benzyloxycarbonyl chloride (6 ml) is added dropwise to the mixture, and after the addition is completed, the mixture is stirred at room temperature for 1.5 hours. The ethyl acetate layer is separated, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue is purified by silica-gel column chromatography (hexane:ethyl acetate=3:1) to give 5.3 g of ethyl 4-(1-benzyloxycarbonyl-4-piperidyl)butyrate as a colorless oily material.

後処理

  1. customa catalytic reduction reaction
  2. customAfter absorption of hydrogen
  3. customthe catalyst is removed by filtration
  4. concentrationthe filtrate is concentrated under reduced pressure

出典と根拠

ORDレコード
ord-dc4c3cdbdaa64d3092cbe7eaf098c89b
出典データセット
uspto-grants-1988_04
特許番号
US04739066

反応ノート

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