Reaktion #48329

Reaktionsgleichung

water

1-Allyl-3-methylcyclobutanol

DIEA

tert-butyldimethylsilyl triflate

→

(1-allyl-3-methylcyclobutoxy)(tert-butyl)dimethylsilane

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with 200 ml Et2O (3×each),
2. 2
   Trocknendried over MgSO4
3. 3
   Sonstigeevaporated

Vorschrift

1-Allyl-3-methylcyclobutanol (2.25000 g, 17.8 mmol) (the 4:1 mixture of cis/trans-isomers) was dissolved in 50 ml of CH2Cl2 and DIEA (5.59 ml, 32.1 mmol) and tert-butyldimethylsilyl triflate (5.73 ml, 25.0 mmol) were added. The mixture was stirred for 2 h and hydrolyzed with water, extracted with 200 ml Et2O (3×each), dried over MgSO4 and evaporated. Glass col. chrom. (10-30% EtOAc in Hex.) provided (1-allyl-3-methylcyclobutoxy)(tert-butyl)dimethylsilane as a yellow oil. Mixture of cis/trans at the cyclobutylring (4:1)

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