Dimethylformamide → 5-(Benzyloxy)-2-chloropyridine

HRID 335162

반응식

HRID 335162 반응식
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.Br[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+].CN(C=O)C>O>[CH2:10]([O:8][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[N:7][CH:6]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 8198212-Chloro-5-hydroxypyridine

생성물 1

HCID 100137175-(Benzyloxy)-2-chloropyridine수율 99.9%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

6-Chloropyridin-3-ol (30.00 g, 231.6 mmol), 1-(bromomethyl)benzene (43.57 g, 254.7 mmol), and potassium carbonate (80.01 g, 579.0 mmol) were added to DMF (500 mL) and stirred at ambient temperature overnight. Water was added and extracted with ether. The organic phase was washed with 1M NaOH, dried, filtered, and concentrated to provide the title compound (50.8 g, 99.86% yield).

후처리

  1. extractionextracted with ether
  2. washThe organic phase was washed with 1M NaOH
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-cf8d630a2c4040d8bce771347a161879
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883828B2

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