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

HRID 2244117
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HRID 2244117 반응식
[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]
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참가 물질

4

반응물 2

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

생성물 1

HCID 22405515(2-Oxopyrrolidin-1-yl)acetaldehyde수율 14.7%

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-839794a6f5b145cf894eb3f614ff0858
출처 데이터셋
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07678810B2

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