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

HRID 622448
ノート
印刷プレビュー

反応式

HRID 622448 の反応式
[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]
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 11639O-methylhydroxylammonium chlorideHCID 471360Tert-butyl 3-oxopyrrolidine-1-carboxylate

生成物 1

HCID 536718421-(t-Butoxycarbonyl)-3-methoxyiminopyrrolidine収率 99.4%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e04649028fca4921b1df1eafdc9702eb
出典データセット
uspto-grants-1988_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04771046

反応ノート

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