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

HRID 32390

반응식

HRID 32390 반응식
[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

참가 물질

7

반응물 3

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

생성물 1

HCID 100137175-(Benzyloxy)-2-chloropyridine수율 88%

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8058Hexane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bf5bf24fe7e74cbb812408a8fd3e4b8b
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07427631B2

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