반응 #94941

반응 방정식

carbon dioxide

cyanoacetic acid

4-hydroxy-4-phenylpiperidine

formaldehyde

→

2-[(4-Hydroxy-4-phenyl-1-piperidyl)methyl]propenenitrile

용매

dioxane

반응 조건

후처리

1. 1
   온도while maintaining an internal temperature of 20°-25° C
2. 2
   workup.ADDITIONUpon complete addition
3. 3
   기타was 28° C
4. 4
   workup.ADDITIONmixed with 100 ml
5. 5
   기타of methylene chloride, the organic phase separated
6. 6
   세척washed with water and salt solution
7. 7
   기타Upon removal of solvent the product
8. 8
   기타was obtained as an oil, 10.5 g

실험 절차

A solution of cyanoacetic acid (4.3 g., 0.05 mole) in 15 ml. of dioxane was cooled with an ice bath, and 4-hydroxy-4-phenylpiperidine (8.8 g., 0.05 mole) added while maintaining an internal temperature of 20°-25° C. Upon complete addition and a further fifteen minutes of stirring 37% aqueous formaldehyde (9 gm., 0.10 mole) was addded dropwise in approximately five minutes. When approximately half was added carbon dioxide evolution was observed, the maximum internal temperature was 28° C. The reaction mixture was stirred overnight, mixed with 100 ml. of methylene chloride, the organic phase separated, washed with water and salt solution. Upon removal of solvent the product was obtained as an oil, 10.5 g., in practically analytical purity.

출처