반응 #59062

반응 방정식

sodium cyanoborohydride

ethylpiperidine-4-carboxylate

acetone

acetic acid

→

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

용매

methanol

반응 조건

후처리

1. 1
   농축The mixture was then concentrated and to it
2. 2
   workup.ADDITIONwas added sodium bicarbonate
3. 3
   기타was partitioned between ethyl acetate and water
4. 4
   건조The organic layer was dried with sodium sulfate
5. 5
   농축concentrated

실험 절차

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.

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