Trichloroacetonitrile → 4-(2-Oxotetrahydrofuran-3-ylthio)benzyl 2,2,2-trichloroacetimidate

HRID 1987829노트

반응식

HRID 1987829 반응식
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][CH:10]2[CH2:14][CH2:13][O:12][C:11]2=[O:15])=[CH:5][CH:4]=1.[Cl:16][C:17]([Cl:21])([Cl:20])[C:18]#[N:19]>N12CCCN=C1CCCCC2>[Cl:16][C:17]([Cl:21])([Cl:20])[C:18](=[NH:19])[O:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([S:9][CH:10]2[CH2:14][CH2:13][O:12][C:11]2=[O:15])=[CH:7][CH:8]=1

참가 물질

4

반응물 2

HCID 11011TrichloroacetonitrileHCID 690718993-(4-(hydroxymethyl)phenylthio)dihydrofuran-2(3H)-one

생성물 1

HCID 690715704-(2-Oxotetrahydrofuran-3-ylthio)benzyl 2,2,2-trichloroacetimidate수율 96.4%

시약·촉매·용매 1

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene촉매

실험 절차

1,8-Diazabicyclo[5.4.0]undec-7-ene (34 mg, 0.22 mmol) was added to a 0° C. solution of 3-(4-(hydroxymethyl)phenylthio)dihydrofuran-2(3H)-one (1.0 g, 4.5 mmol) and 2,2,2-trichloroacetonitrile (3.2 g, 22 mmol). The reaction was stirred for 1 hour, then directly chromatographed (3:7 ethyl acetate/hexanes) to provide the product as a viscous oil (1.6 g, 31%)

후처리

  1. customdirectly chromatographed (3:7 ethyl acetate/hexanes)

출처 및 근거

ORD 기록
ord-802621ec99194a548b093093be445acf
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07553842B2

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