反应 #69029

反应方程式

1-(3-bromo-5-cyanophenyl)piperidine-4-carboxylic acid

TMSCHN2

→

methyl 1-(3-bromo-5-cyanophenyl)piperidine-4-carboxylate

收率 100.0%

溶剂

toluene

methanol

反应条件

后处理

1. 1
   其他the reaction was quenched with acetic acid (˜0.1 mL)
2. 2
   workup.ADDITIONdiluted with EtOAc
3. 3
   洗涤washed with saturated aqueous NaHCO3
4. 4
   其他The organic layer was separated
5. 5
   干燥dried (MgSO4)
6. 6
   浓缩concentrated

实验过程

To a solution of 1-(3-bromo-5-cyanophenyl)piperidine-4-carboxylic acid (1.1 g, 3.6 mmol) in toluene (4 mL) and methanol (2 mL) was added TMSCHN2 (2 M in Et2O, 3.5 mL, 7.0 mmol) dropwise at room temperature. After 1 h, the reaction was quenched with acetic acid (˜0.1 mL), diluted with EtOAc and washed with saturated aqueous NaHCO3. The organic layer was separated, dried (MgSO4), and concentrated to give methyl 1-(3-bromo-5-cyanophenyl)piperidine-4-carboxylate in ˜100% yield.

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