反応 #1478

反応方程式

(±)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

溶媒

benzene

反応条件

後処理

1. 1
   温度under reflux for 7 days
2. 2
   ろ過the solids were filtered out
3. 3
   抽出the solution was extracted with ethyl acetate
4. 4
   洗浄The combined organic layer was washed with brine
5. 5
   その他dried over Na2 SO4
6. 6
   その他The solvent was removed under reduced pressure
7. 7
   その他the crude material was purified by flash chromatography (silicagel, 10% ethyl acetate in hexane)

実験手順

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.

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