2-Fluorothiophenol → 5-(2-Fluorophenylthio)furan-3-carboxylic Acid

반응식

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].Br[C:10]1[O:14][CH:13]=[C:12]([C:15]([OH:17])=[O:16])[CH:11]=1>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][C:10]1[O:14][CH:13]=[C:12]([C:15]([OH:17])=[O:16])[CH:11]=1

참가 물질

반응물 2

HCID 5202162-Fluorothiophenol

HCID 133335605-Bromofuran-3-carboxylic acid

생성물 1

HCID 211624625-(2-Fluorophenylthio)furan-3-carboxylic Acid

실험 절차

Following the procedure of Example 13, o-fluorothiophenol (4.02 g., 31.4 mmoles) was reacted with 5-bromofuran-3-carboxylic acid. Isolation according to the procedure of Example 16 gave crude product as an oil. The product was chromatographed on silica gel with ethyl acetate-1/hexane-5/5% acetic acid as eluant. Combination of clean middle cuts, evaporation to dryness and recrystallization from methanol/water gave purified 5-(2-fluorophenylthio)furan-3-carboxylic acid (266 mg., m.p. 100°-103° C., m/e 238).

후처리

customgave crude product as an oil
customThe product was chromatographed on silica gel with ethyl acetate-1/hexane-5/5% acetic acid as eluant
customCombination of clean middle cuts, evaporation
customto dryness and recrystallization from methanol/water
customgave
custompurified 5-(2-fluorophenylthio)furan-3-carboxylic acid (266 mg., m.p. 100°-103° C., m/e 238)

출처 및 근거

ORD 기록: ord-61a83ef0a6794ef7b4a4aeba74f8d9f4
출처 데이터셋: uspto-grants-1981_08
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04282246

반응 노트

불러오는 중…