Benzyl Bromide → 5-(Benzyloxy)-2-chloropyridine

HRID 32390

反応式

HRID 32390 の反応式
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][N:5]=1.[CH2:11](Br)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CCCCCC.CN(C=O)C.O>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][N:5]=1

参加物

7

反応物 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 8198212-Chloro-5-hydroxypyridine

生成物 1

HCID 100137175-(Benzyloxy)-2-chloropyridine収率 88%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8058Hexane溶媒

実験手順

Sodium hydride (55% in oil, 236 mg, 5.40 mmol) washed in Hexane and 2-Chloro-5-hydroxypyridine (350 mg, 2.70 mmol) was suspended in dry DMF (20 ml). After 10 minutes at room temperature Benzylbromide (0.32 ml, 2.70 mmol) was added and the mixture was stirred for an additional 2 hrs. The reaction was diluted with water and extracted with EtOAc (3*50 ml). The combined organic layers were washed with water and brine, and dried over Na2SO4. The solvent was removed by rotary evaporation, affording 520 mg (88%) of the title compound as a yellow oil.

後処理

  1. extractionextracted with EtOAc (3*50 ml)
  2. washThe combined organic layers were washed with water and brine
  3. dry with materialdried over Na2SO4
  4. customThe solvent was removed by rotary evaporation

出典と根拠

ORDレコード
ord-bf5bf24fe7e74cbb812408a8fd3e4b8b
出典データセット
uspto-grants-2008_09
特許番号
US07427631B2

関連ノート

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