تفاعل #40856

معادلة التفاعل

(E)-3-(dimethylamino)-1-phenyl-2-p-tolylprop-2-en-1-one

Compound 113

(E)-3-(dimethylamino)-1-phenyl-2-p-tolylprop-2-en-1-one

cyanoacetamide

MeOH

NaH

→

title compound

2-Hydroxy-6-phenyl-5-p-tolylnicotinonitrile

المذيبات

DMF

DMF

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONAfter the addition
2. 2
   أخرىThe reaction was quenched with water
3. 3
   استخلاصextracted with ethyl acetate
4. 4
   غسيلThe organic layer was washed with water and brine
5. 5
   تجفيفdried over MgSO4
6. 6
   تركيزconcentrated in vacuo
7. 7
   أخرىThe solid residue was triturated with diethyl ether
8. 8
   ترشيحfiltered
9. 9
   أخرىdried under high vacuum

الإجراء التجريبي

A solution of (E)-3-(dimethylamino)-1-phenyl-2-p-tolylprop-2-en-1-one (Compound 113, 500 mg, 1.9 mmol), cyanoacetamide (175 mg, 2.1 mmol) and MeOH (0.2 ml, 2.2 mmol) in DMF (4 ml) was cannulated into a suspension of NaH (119 mg, 4.7 mmol, 95% in mineral oil) in DMF (2 ml) at room temperature. After the addition was completed, the reaction was heated to 95° C. for 2 hours. The reaction was quenched with water and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over MgSO4, concentrated in vacuo. The solid residue was triturated with diethyl ether, filtered and dried under high vacuum to yield the title compound as a white solid.

المصدر