反应 #554658

反应方程式

Sodium hydride

7-methylazepan-2-one

Benzyl bromide

→

1-benzyl-7-methylazepan-2-one

溶剂

THF

反应条件

后处理

1. 1
   workup.STIRRINGthe resulting mixture was stirred at 23° C. for 20 h
2. 2
   其他Excess sodium hydride was quenched carefully with water
3. 3
   浓缩the mixture was concentrated
4. 4
   其他The residue was partitioned between water and dichloromethane
5. 5
   干燥The organic layer was dried over sodium sulfate
6. 6
   浓缩concentrated
7. 7
   其他The residue was purified by flash column chromatography (100% hexanes initially

实验过程

Sodium hydride (95%, 1.74 g, 68.7 mmol, 1.15 equiv) was added to a solution of 7-methylazepan-2-one (2-2, 7.60 g, 59.8 mmol, 1 equiv) in THF (150 mL) at 0° C. and the resulting mixture was warmed to 23° C. and stirred for 20 h. Benzyl bromide (7.82 mL, 65.7 mmol, 1.10 equiv) was added followed by 2 drops of water, and the resulting mixture was stirred at 23° C. for 20 h. Excess sodium hydride was quenched carefully with water and the mixture was concentrated. The residue was partitioned between water and dichloromethane. The organic layer was dried over sodium sulfate and concentrated. The residue was purified by flash column chromatography (100% hexanes initially, grading to 100% EtOAc) to give 1-benzyl-7-methylazepan-2-one (2-3) as a colorless oil. LRMS m/z (M+H) 218.2 found, 218.2 required.

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