反应 #554652

反应方程式

1-2

1-Benzylazepan-2-one

LDA

dimethyl carbonate

→

Methyl 1-benzyl-2-oxoazepane-3-carboxylate

溶剂

Et2O

反应条件

后处理

1. 1
   workup.STIRRINGstirred overnight
2. 2
   其他The mixture was quenched with 1N HCl
3. 3
   萃取extracted twice with EtOAc
4. 4
   干燥The organic phase was dried over Na2SO4
5. 5
   过滤filtered
6. 6
   浓缩concentrated
7. 7
   其他The crude material was purified by gradient elution on silica gel (0 to 60% EtOAc in Hex)
8. 8
   其他to yield
9. 9
   workup.ADDITIONa 1:1 mixture of 1-3

实验过程

A cooled (−78° C.) solution of 1-2 (2 g, 9.84 mmol) in Et2O (50 ml) was treated with LDA (9.84 ml, 19.68 mmol) and stirred for 1 h. The mixture was treated with dimethyl carbonate (1.658 ml, 19.68 mmol), warmed to RT and stirred overnight. The mixture was quenched with 1N HCl and extracted twice with EtOAc. The organic phase was dried over Na2SO4, filtered and concentrated. The crude material was purified by gradient elution on silica gel (0 to 60% EtOAc in Hex) to yield a 1:1 mixture of 1-3 and starting material as a tan oil. Data for 1-3: LRMS m/z (M+H): 262.1.

来源