反应 #59062

反应方程式

sodium cyanoborohydride

ethylpiperidine-4-carboxylate

acetone

acetic acid

→

ethyl-1-(methylethyl)piperidine-4-carboxylate

溶剂

methanol

反应条件

后处理

1. 1
   浓缩The mixture was then concentrated and to it
2. 2
   workup.ADDITIONwas added sodium bicarbonate
3. 3
   其他was partitioned between ethyl acetate and water
4. 4
   干燥The organic layer was dried with sodium sulfate
5. 5
   浓缩concentrated

实验过程

To ethylpiperidine-4-carboxylate (1 eq) in methanol was added acetone (1 eq) and acetic acid (5%) and the resulting mixture was stirred for 2 h at ambient temperature. To it was then added sodium cyanoborohydride (1 eq) and continued stirring for 16 h. The mixture was then concentrated and to it was added sodium bicarbonate and was partitioned between ethyl acetate and water. The organic layer was dried with sodium sulfate and concentrated to yield ethyl-1-(methylethyl)piperidine-4-carboxylate. To this was then added concentrated hydrochloric acid and water (2:1) and the mixture was refluxed for 5 h. The resulting 1-(methylethyl)piperidine-4-carboxylic acid was then azeotroped with toluene. MS: MH+=172.

来源