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

HRID 857022ノート

反応式

HRID 857022 の反応式
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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 80711,2-Dimethoxyethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-c1c202ded1fe4153844f931c9f6e8567
出典データセット
uspto-grants-2006_12
特許番号
US07144881B2

反応ノート

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