Chlorosulfonic acid → 4-Fluoro-3-nitrobenzene-1-sulfonyl chloride

반응식

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[Cl:11][S:12](O)(=[O:14])=[O:13]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:12]([Cl:11])(=[O:14])=[O:13])=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9]

참가 물질

반응물 2

HCID 24638Chlorosulfonic acid

HCID 738951-Fluoro-2-nitrobenzene

생성물 1

HCID 27827994-Fluoro-3-nitrobenzene-1-sulfonyl chloride수율 65.2%

반응 조건

온도: 100 °C

실험 절차

1-Fluoro-2-nitrobenzene (50.0 g, 0.354 mol) was added to chlorosulfonic acid (91 g, 0.778 mol) at 65° C. The resulting mixture was then heated to 100° C. for 18 h. The mixture was cooled to room temperature, poured over ice and extracted with methylene chloride. The combined organic layers were then washed with NaHCO3, then brine, dried over MgSO4, filtered and concentrated in vacuo to afford 4-fluoro-3-nitrobenzenesulfonyl chloride (55.3 g, 65% yield) as a brown oil.

후처리

temperatureThe mixture was cooled to room temperature
additionpoured over ice
extractionextracted with methylene chloride
washThe combined organic layers were then washed with NaHCO3
dry with materialbrine, dried over MgSO4
filtrationfiltered
concentrationconcentrated in vacuo

출처 및 근거

ORD 기록: ord-fce13f43402a4465bb523d41adb2d818
출처 데이터셋: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08859571B2

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