Dimethylformamide → 5-(Benzyloxy)-2-chloropyridine

HRID 335162

反応式

HRID 335162 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 100137175-(Benzyloxy)-2-chloropyridine収率 99.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-cf8d630a2c4040d8bce771347a161879
出典データセット
uspto-grants-2014_11
特許番号
US08883828B2

関連ノート

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