تفاعل #1483

معادلة التفاعل

(±)6-(2-methyl-1,3-dioxolan-2-yl)-1,2,3,4-tetrahydro-4,4-dimethyl-1-hydroxy-1-(carboethoxymethyl)-naphthlene

TsOH

water

→

title compound

3,4-Dihydro-4,4-dimethyl-1-(carboethoxymethyl)-6-acetyl-naphthalene

المذيبات

benzene

ظروف التفاعل

المعالجة

1. 1
   أخرىwas periodically removed by a Dean-Stark trap
2. 2
   أخرىThe solvent was removed
3. 3
   أخرىthe residue was purified by column chromatography (silica, ethyl acetate/hexane (1/3))

الإجراء التجريبي

A solution of (±)6-(2-methyl-1,3-dioxolan-2-yl)-1,2,3,4-tetrahydro-4,4-dimethyl-1-hydroxy-1-(carboethoxymethyl)-naphthlene ((Compound D16, 321 mg, 0.90 mmol) and catalytic amount of TsOH in 20 ml of benzene was refluxed for 12 h. During the reaction the water generated from the reaction was periodically removed by a Dean-Stark trap. The solvent was removed and the residue was purified by column chromatography (silica, ethyl acetate/hexane (1/3)) to give the title compound as an oil (215 mg).

المصدر