Acetyl chloride → 4-Phenyl-2-pyridinecarbonitrile

HRID 556390

반응식

HRID 556390 반응식
[C:1]1([C:7]2[CH:12]=[CH:11][N+:10]([O-])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[Si]([C:18]#[N:19])(C)C.C(Cl)(=O)C.C([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[C:1]1([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([C:18]#[N:19])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 6367Acetyl chlorideHCID 10340Sodium CarbonateHCID 708034-Phenylpyridine-1-oxideHCID 82115Trimethylsilyl cyanide

생성물 1

HCID 877584-Phenyl-2-pyridinecarbonitrile

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 4-phenylpyridine N-oxide (5 g) in DCM (50 mL) was added at RT trimethylsilylcyanide (11 mL), followed by acetyl chloride (3.1 mL) over 10 min. The reaction mixture was stirred overnight at RT. A solution of aq. 10% Na2CO3 was added and the mixture was extracted with EA. The combined org. phases were washed with brine, dried (Na2SO4) and evaporated off. Filtration over a plug of silica gel (Hept/EA 1/1) gave the desired compound (450 mg).

후처리

  1. extractionthe mixture was extracted with EA
  2. washphases were washed with brine
  3. dry with materialdried (Na2SO4)
  4. customevaporated off
  5. filtrationFiltration over a plug of silica gel (Hept/EA 1/1)

출처 및 근거

ORD 기록
ord-9c430b76a63140548e31507170d80bec
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08058263B2

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