Morpholine → 4-(2-Fluoro-5-vinyl-phenyl)-morpholine

HRID 857022노트

반응식

HRID 857022 반응식
Br[C:2]1[CH:7]=[C:6]([CH:8]=[CH2:9])[CH:5]=[CH:4][C:3]=1[F:10].[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>COCCOC.C(Cl)Cl>[F:10][C:3]1[CH:4]=[CH:5][C:6]([CH:8]=[CH2:9])=[CH:7][C:2]=1[N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1

참가 물질

6

반응물 3

HCID 8083MorpholineHCID 62657Potassium Phosphate, TribasicHCID 218646502-Bromo-4-ethenyl-1-fluorobenzene

생성물 1

HCID 218646624-(2-Fluoro-5-vinyl-phenyl)-morpholine

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 80711,2-Dimethoxyethane용매

실험 절차

A mixture of 2-bromo-1-fluoro-4-vinyl-benzene (8 g), morpholine (20 mL), Pd2(dba)2 (1.83 g), di-t-butyl-biphenylphosphine (1.2 g), K3PO4 (17 g) in DME (60 mL) was stirred at reflux for 4 h. The reaction mixture was cooled down to room temperature, diluted with methylene chloride, and filtered. The filtrate was concentrated in vacuo. The crude product was purified by Flash Chromatography of Biotage eluting with 7% ethyl acetate in hexanes to give the title compound as an oil (5 g).

후처리

  1. temperatureat reflux for 4 h
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated in vacuo
  4. customThe crude product was purified by Flash Chromatography of Biotage
  5. washeluting with 7% ethyl acetate in hexanes

출처 및 근거

ORD 기록
ord-c1c202ded1fe4153844f931c9f6e8567
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07144881B2

반응 노트

불러오는 중…