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

HRID 68471노트

반응식

HRID 68471 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-9907e1226d07439c8efd97717889ab65
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822458B2

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