Reaktion #69425

Reaktionsgleichung

46

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

i-butanol

→

desired compound

Ausbeute 81.0%

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

Ausbeute 81.0%

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturto reflux for 12 h
3. 3
   EinengenThe reaction mixture was then concentrated
4. 4
   Sonstigethe residue so obtained
5. 5
   Sonstigewas purified by silica gel column chromatography

Vorschrift

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%.

Quelle