تفاعل #1478

معادلة التفاعل

(±)ethyl 4-[(5,5-dimethyl-8-hydroxy-8-carbethoxymethyl-5,6,7,8-tetrahydronaphth-2-yl)azo]benzoate

Compound D1

(±)ethyl 4-[(5,5-dimethyl-8-hydroxy-8-carbethoxymethyl-5,6,7,8-tetrahydronaphth-2-yl)azo]benzoate

DCC

→

title compounds

Ethyl 4-[(5,5-dimethyl-8-(carbethoxymethyl)-5,6-dihydronaphthalen-2-yl)azo]benzoate

المذيبات

benzene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةunder reflux for 7 days
2. 2
   ترشيحthe solids were filtered out
3. 3
   استخلاصthe solution was extracted with ethyl acetate
4. 4
   غسيلThe combined organic layer was washed with brine
5. 5
   أخرىdried over Na2 SO4
6. 6
   أخرىThe solvent was removed under reduced pressure
7. 7
   أخرىthe crude material was purified by flash chromatography (silicagel, 10% ethyl acetate in hexane)

الإجراء التجريبي

A solution of (±)ethyl 4-[(5,5-dimethyl-8-hydroxy-8-carbethoxymethyl-5,6,7,8-tetrahydronaphth-2-yl)azo]benzoate (Compound D1, 108 mg, 0.25 mmol), DCC (55.9 mg, 0.271 mmol) and CuCl (36.6 mg, 0.37 mmol) in 8 ml of dry benzene was heated under reflux for 7 days. After cooling to room temperature, the solids were filtered out and the solution was extracted with ethyl acetate. The combined organic layer was washed with brine and dried over Na2 SO4. The solvent was removed under reduced pressure, the crude material was purified by flash chromatography (silicagel, 10% ethyl acetate in hexane) to afford the pure title compounds as red oils.

المصدر