Reaktion #835965

Reaktionsgleichung

ether

1,3-butanediol

imidazole

t-butylchlorodimethylsilane

→

title compound

Ausbeute 80.0%

4-(t-butyldimethylsilyloxy)-2-butanol

Ausbeute 80.0%

Lösungsmittel

hexane

N,N-dimethylformamide

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe white solid thus precipitated
2. 2
   Filtrationwas filtered off
3. 3
   WaschenThe resulting ether solution was washed with water and brine
4. 4
   Trocknendried over magnesium sulfate
5. 5
   Einengenconcentrated
6. 6
   SonstigeThe residue thus obtained
7. 7
   Einengenethyl acetate=5:1 eluate was concentrated

Vorschrift

In N,N-dimethylformamide (30 ml) was dissolved 1,3-butanediol (3.00 g, 33.3 mmol), followed by the dropwise addition of an N,N-dimethylformamide solution (30 ml) of imidazole (2.72 g, 40.0 mmol) and t-butylchlorodimethylsilane (5.29 g, 35.0 mmol). After stirring at room temperature for 24 hours, ether was added to the reaction mixture and the white solid thus precipitated was filtered off. The resulting ether solution was washed with water and brine, dried over magnesium sulfate and then concentrated. The residue thus obtained was subjected to flash chromatography on a silica gel column, and the fraction obtained from the hexane:ethyl acetate=5:1 eluate was concentrated, whereby the title compound (5.43 g, 26.6 mmol, 80%) was obtained as a colorless oil.

Quelle