m-Chloroperbenzoic acid → 5-chloro-N-(2-oxiranylmethyl)-2-thiophenecarboxamide

HRID 68471ノート

反応式

HRID 68471 の反応式
[CH2:1]([NH:4][C:5]([C:7]1[S:8][C:9]([Cl:12])=[CH:10][CH:11]=1)=[O:6])[CH:2]=[CH2:3].ClC1C=CC=C(C(OO)=[O:21])C=1>ClCCl>[Cl:12][C:9]1[S:8][C:7]([C:5]([NH:4][CH2:1][CH:2]2[CH2:3][O:21]2)=[O:6])=[CH:11][CH:10]=1

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 21919842N-allyl-5-chlorothiophenecarboxamide

生成物 1

HCID 219197985-chloro-N-(2-oxiranylmethyl)-2-thiophenecarboxamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

An ice-cooled solution of 2.0 g (9.92 mmol) of N-allyl-5-chloro-2-thiophenecarboxamide in 10 ml of dichloromethane is admixed with metachloroperbenzoic acid (183 g, about 60% strength). The mixture is stirred overnight, during which it is allowed to warm to room temperature, and is then washed with 10% sodium hydrogen sulphate solution (three times). The organic phase is washed with saturated sodium bicarbonate solution (twice) and with saturated sodium chloride solution, dried over magnesium sulphate and concentrated. The product is purified by silica gel chromatography (cyclohexane/ethyl acetate 1:1).

後処理

  1. washis then washed with 10% sodium hydrogen sulphate solution (three times)
  2. washThe organic phase is washed with saturated sodium bicarbonate solution (twice) and with saturated sodium chloride solution
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated
  5. customThe product is purified by silica gel chromatography (cyclohexane/ethyl acetate 1:1)

出典と根拠

ORDレコード
ord-9907e1226d07439c8efd97717889ab65
出典データセット
uspto-grants-2014_09
特許番号
US08822458B2

反応ノート

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