Reacción #69425

Ecuación de reacción

46

3-Hydroxy-2-(3-(2-((triisopropylsilyl)oxy)ethyl)benzyl)cyclopent-2-enone

i-butanol

→

desired compound

Rendimiento 81.0%

2-(3-(2-Hydroxyethyl)benzyl)-3-isobutoxycyclopent-2-enone

Rendimiento 81.0%

Disolventes

benzene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturato reflux for 12 h
3. 3
   ConcentraciónThe reaction mixture was then concentrated
4. 4
   Otrothe residue so obtained
5. 5
   Otrowas purified by silica gel column chromatography

Procedimiento

A mixture containing 46 (0.294 g, 0.757 mmol), paratoluensolfonic acid (0.005 g), i-butanol (1.0 mL) and benzene (4.0 mL) was heated to reflux for 12 h. The reaction mixture was then concentrated and the residue so obtained was purified by silica gel column chromatography using 5% of methanol in dichloromethane as eluent, obtaining the desired compound. Yield: 81%.

Fuente