تفاعل #59062

معادلة التفاعل

sodium cyanoborohydride

ethylpiperidine-4-carboxylate

acetone

acetic acid

→

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

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   تركيزThe mixture was then concentrated and to it
2. 2
   workup.ADDITIONwas added sodium bicarbonate
3. 3
   أخرىwas partitioned between ethyl acetate and water
4. 4
   تجفيفThe organic layer was dried with sodium sulfate
5. 5
   تركيزconcentrated

الإجراء التجريبي

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.

المصدر