Dimethylcarbamoyl Chloride → 4-Pentyl-2-cyanopyridine

HRID 1269109

반응식

HRID 1269109 반응식
C[Si]([C:5]#[N:6])(C)C.[CH2:7](OC1C=C[N+]([O-])=CC=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH3:22][N:23]([CH3:27])C(Cl)=O.[C:28](=O)(O)[O-].[Na+]>C(Cl)Cl>[CH2:11]([C:10]1[CH:9]=[CH:27][N:23]=[C:22]([C:5]#[N:6])[CH:28]=1)[CH2:12][CH2:13][CH2:8][CH3:7]

참가 물질

6

반응물 4

HCID 6598Dimethylcarbamoyl ChlorideHCID 82115Trimethylsilyl cyanideHCID 2958714-(Benzyloxy)pyridine N-oxideHCID 516892Sodium Bicarbonate

생성물 1

HCID 210760834-Pentyl-2-cyanopyridine수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To trimethylsilyl cyanide (5.2 g, 52 mmol), 4-benzyloxy-pyridine 1-oxide (8.8 g, 44 mmol) in DCM (20 mL) was added, followed by dimethylcarbamoyl chloride (5.6 g, 52 mmol) in DCM (10 mL), dropwise, stirred at room temperature overnight. Sodium bicarbonate (100 mL, 10%) was added, stirred for 10 minutes and extracted twice with DCM (50 mL). The combined organic layer was dried over magnesium sulfate, solvent was removed to obtain the product, compound 10a (R9=Benzyloxy) (10.5 g, 100%).

후처리

  1. stirringstirred for 10 minutes
  2. extractionextracted twice with DCM (50 mL)
  3. dry with materialThe combined organic layer was dried over magnesium sulfate, solvent
  4. customwas removed

출처 및 근거

ORD 기록
ord-070d184ae5474511bc28b7bd985ae504
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199105B2

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