5-Fluoro-2-methylthiophenol → HCID 21162454, 화합물

HRID 894250노트

반응식

HRID 894250 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[SH:9].Br[C:11]1[O:15][CH:14]=[C:13]([C:16]([OH:18])=[O:17])[CH:12]=1>CN(C)C=O>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[S:9][C:11]1[O:15][CH:14]=[C:13]([C:16]([OH:18])=[O:17])[CH:12]=1

참가 물질

4

반응물 2

HCID 27590435-Fluoro-2-methylthiophenolHCID 133335605-Bromofuran-3-carboxylic acid

생성물 1

HCID 21162454HCID 21162454, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

In an open flask cuprous oxide (500 mg., 3.5 mmoles) and 2-methyl-5-fluorothiophenol (1.0 g., 7 mmoles) were combined in 35 ml. of dimethylformamide and heated in an oil bath at 135°-140° C. for 2.5 hours. The mixture was cooled slightly, 5-bromofuran-3-carboxylic acid (668 mg., 3.5 mmoles) was added and the mixture refluxed for approximately 16 hours. Crude product was isolated according to Example 16. The resulting oil was crystallized by trituration with water (170 mg.). Recrystallization from methanol/water gave purified 5-(2-methyl-5-fluorophenylthio)furan-3-carboxylic acid (125 mg., m.p. 150°-152° C., m/e 252).

후처리

  1. temperatureThe mixture was cooled slightly
  2. temperaturethe mixture refluxed for approximately 16 hours
  3. customCrude product was isolated
  4. customThe resulting oil was crystallized by trituration with water (170 mg.)
  5. customRecrystallization from methanol/water
  6. customgave
  7. custompurified 5-(2-methyl-5-fluorophenylthio)furan-3-carboxylic acid (125 mg., m.p. 150°-152° C., m/e 252)

출처 및 근거

ORD 기록
ord-df7ecbdbd59240b8a666daea32310ceb
출처 데이터셋
uspto-grants-1981_08
특허 번호
US04282246

반응 노트

불러오는 중…