Ethanol → 5-Chloro-2-ethenylpyridine

HRID 15052

反応式

HRID 15052 の反応式
Cl[C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][N:3]=1.[CH:9]([B-](F)(F)F)=[CH2:10].[K+].C(N(CC)CC)C.C(O)C>[Pd+2].ClC1C=C[C-](P(C2C=CC=CC=2)C2C=CC=CC=2)C=1Cl.[C-]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C1.[Fe+2].C(OCC)(=O)C>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]([CH:9]=[CH2:10])=[N:3][CH:4]=1

参加物

7

反応物 4

HCID 702EthanolHCID 8471TriethylamineHCID 276852,5-DichloropyridineHCID 23679353Potassium vinyltrifluoroborate

生成物 1

HCID 155476265-Chloro-2-ethenylpyridine収率 69%

試薬・触媒・溶媒 2

HCID 178478230HCID 178478230、化合物触媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 2,5-dichloropyridine (10.0 g), potassium vinyltrifluoroborate (10.86 g), dichloromethane complex (2.5 g) of dichloro-1,1′-bis(diphenylphosphino)-ferrocene palladium (II), triethylamine (14.13 mL) and ethanol (150 mL) was stirred overnight under reflux. After cooling the system to room temperature, ethyl acetate was added, followed by washing with saturated aqueous sodium hydrogencarbonate solution and saturated brine and drying over anhydrous sodium sulfate. Concentrating the solvent under reduced pressure, the resulting residue was distilled under reduced pressure (63° C., 8 mmHg) to provide the title compound (6.50 g, 69%).

後処理

  1. temperatureunder reflux
  2. washby washing with saturated aqueous sodium hydrogencarbonate solution and saturated brine
  3. dry with materialdrying over anhydrous sodium sulfate
  4. concentrationConcentrating the solvent under reduced pressure
  5. distillationthe resulting residue was distilled under reduced pressure (63° C., 8 mmHg)

出典と根拠

ORDレコード
ord-9ed94748395b45b697f76c4f2d4a5178
出典データセット
uspto-grants-2010_06
特許番号
US07732456B2

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