تفاعل #8402

معادلة التفاعل

HCl

benzylmalonic acid

paraformaldehyde

diethylamine

→

2-methylene-3-phenylpropanoic acid

المردود 90.0%

المذيبات

water

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   أخرىthe reaction temperature below 20° C
2. 2
   درجة الحرارةThe reaction was then warmed
3. 3
   درجة الحرارةto reflux for 90 minutes
4. 4
   درجة الحرارةcooled again on ice
5. 5
   أخرىthe reaction temperature below 10° C
6. 6
   أخرىThe phases were then separated
7. 7
   غسيلThe organic layer was washed with brine (100 mL)
8. 8
   تجفيفdried over sodium sulfate
9. 9
   ترشيحfiltered
10. 10
    تركيزthe filtrate concentrated under vacuum

الإجراء التجريبي

A solution of benzylmalonic acid (20.0 g, 0.103 mol, 1 eq) and paraformaldehyde (4.94 g, 0.164 mol, 1.6 eq) in ethyl acetate (150 mL) was cooled (0° C.) and treated with diethylamine (10.65 mL, 0.103 mol, 1 eq) drop wise, keeping the reaction temperature below 20° C. The reaction was then warmed to reflux for 90 minutes and cooled again on ice. The homogeneous solution was treated with water (20 mL) and concentrated aqueous HCl (12N) (9.0 mL, 0.108 mol) drop wise, keeping the reaction temperature below 10° C. The phases were then separated. The organic layer was washed with brine (100 mL), dried over sodium sulfate, filtered, and the filtrate concentrated under vacuum giving 2-methylene-3-phenylpropanoic acid (10) as a white solid (15 g, 90%).

المصدر