Ethanol → 5-Chloro-2-ethenylpyridine

HRID 15052

반응식

HRID 15052 반응식
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

참가 물질

7

반응물 4

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

생성물 1

HCID 155476265-Chloro-2-ethenylpyridine수율 69%

시약·촉매·용매 2

HCID 178478230HCID 178478230, 화합물촉매HCID 8857Ethyl Acetate용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-9ed94748395b45b697f76c4f2d4a5178
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732456B2

연결된 노트

불러오는 중…