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Methyl 2-oxo-1-pyrrolidineacetate → (2-Oxopyrrolidin-1-yl)acetaldehyde

HRID 2244117
ノート
印刷プレビュー

反応式

HRID 2244117 の反応式
[H-].C[O:3][C:4](=O)[CH2:5][N:6]1[CH2:10][CH2:9][CH2:8][C:7]1=[O:11]>C1(C)C=CC=CC=1>[O:11]=[C:7]1[CH2:8][CH2:9][CH2:10][N:6]1[CH2:5][CH:4]=[O:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 108835Methyl 2-oxo-1-pyrrolidineacetateHCID 166653Hydride

生成物 1

HCID 22405515(2-Oxopyrrolidin-1-yl)acetaldehyde収率 14.7%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

A 1.02M solution of diisobutylalminium hydride in toluene (16 ml) was added dropwise to a solution of methyl(2-oxopyrrolidin-1-yl)acetate (1.01 g) in toluene (10 ml) at −78° C., and the mixture was stirred for 1 hour. The reaction solution was quenched with methanol at −78° C., then diluted with a 1N aqueous solution of hydrochloric acid, and allowed to warm to room temperature with stirring. The reaction solution was filtered through celite and then the filtrate was dried up. The residue was purified by silica gel column chromatography (chloroform:methanol=95:5→90:10) to yield 2-oxopyrrolidin-1-yl-acetaldehyde (120 mg) as a colorless oil.

後処理

  1. customThe reaction solution was quenched with methanol at −78° C.
  2. additiondiluted with a 1N aqueous solution of hydrochloric acid
  3. stirringwith stirring
  4. filtrationThe reaction solution was filtered through celite
  5. customthe filtrate was dried up
  6. customThe residue was purified by silica gel column chromatography (chloroform:methanol=95:5→90:10)

出典と根拠

ORDレコード
ord-839794a6f5b145cf894eb3f614ff0858
出典データセット
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07678810B2

反応ノート

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