Methyl 2-(1-benzylpyrrolidin-2-ylidene)(phenyl)acetate → Methyl phenyl(pyrrolidin-2-yl)acetate

HRID 2099586ノート

反応式

HRID 2099586 の反応式
C([N:8]1[CH2:12][CH2:11][CH2:10][C:9]1=[C:13]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:14]([O:16][CH3:17])=[O:15])C1C=CC=CC=1.[H][H]>CO.[OH-].[Pd+2].[OH-]>[C:18]1([CH:13]([CH:9]2[CH2:10][CH2:11][CH2:12][NH:8]2)[C:14]([O:16][CH3:17])=[O:15])[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

参加物

5

反応物 2

HCID 68800975Methyl 2-(1-benzylpyrrolidin-2-ylidene)(phenyl)acetateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 22084928Methyl phenyl(pyrrolidin-2-yl)acetate

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 887Methanol溶媒

実験手順

To a solution of methyl 2-(1-benzylpyrrolidin-2-ylidene)(phenyl)acetate (0.505 g, 1.64 mmol) in 5 mL of methanol was added palladium(II) hydroxide (231 mg, 1.64 mmol), and the reaction was stirred under a balloon of hydrogen gas. After 3 days, the mixture was filtered through celite, the pad was rinsed with CH2Cl2/MeOH, and the filtrate was concentrated in vacuo to provide methyl phenyl(pyrrolidin-2-yl)acetate as a mixture of two diastereomers. ESI+MS: 220.2 [M+H]+.

後処理

  1. filtrationthe mixture was filtered through celite
  2. washthe pad was rinsed with CH2Cl2/MeOH
  3. concentrationthe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-a943816242fc46a2934ac4797b3aab84
出典データセット
uspto-grants-2009_08
特許番号
US07569589B2

反応ノート

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