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O-methylhydroxylammonium chloride → 1-(t-Butoxycarbonyl)-3-methoxyiminopyrrolidine

HRID 622448
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HRID 622448 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C:10](=O)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:14][O:15][NH3+:16].[Cl-]>N1C=CC=CC=1>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C:10](=[N:16][O:15][CH3:14])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 11639O-methylhydroxylammonium chlorideHCID 471360Tert-butyl 3-oxopyrrolidine-1-carboxylate

생성물 1

HCID 536718421-(t-Butoxycarbonyl)-3-methoxyiminopyrrolidine수율 99.4%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

27 ml of anhydrous pyridine were added to a mixture of 2.0 g of 1-(t-butoxycarbonyl)-3-pyrrolidone and 992 mg of o-methylhydroxylamine hydrochloride, and the mixture was kept stirred overnight at room temperature. After completion of the reaction, the solvent was distilled off and saturated aqueous sodium bicarbonate solution was added to the residue until it was basic. The mixture was extracted with chloroform, and the extract was dried over anhydrous magnesium sulfate and concentrated. The residue was chromatographed over silica gel, using a 3/1 mixture of benzene and ethyl acetate as eluent, giving 2.3 g of 1-(t-butoxycarbonyl)-3-methoxyiminopyrrolidine as a mixture of syn- and anti-isomers.

후처리

  1. customAfter completion of the reaction
  2. distillationthe solvent was distilled off
  3. additionsaturated aqueous sodium bicarbonate solution was added to the residue until it
  4. extractionThe mixture was extracted with chloroform
  5. dry with materialthe extract was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customThe residue was chromatographed over silica gel
  8. additiona 3/1 mixture of benzene and ethyl acetate as eluent

출처 및 근거

ORD 기록
ord-e04649028fca4921b1df1eafdc9702eb
출처 데이터셋
uspto-grants-1988_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04771046

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