Reaktion #1148659

Reaktionsgleichung

NH4Cl

n-BuLi

2-ethylfuran

Ethylene oxide

→

2v(1)

Ausbeute 80.2%

2-Ethyl-5-(2-hydroxyethyl)furan

Ausbeute 80.2%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe reaction was stirred for 0.5 h at −15° C. and overnight at rt
2. 2
   Extraktionthe mixture was extracted with ether (3×)
3. 3
   WaschenThe combined extracts were washed with water (1×) and brine (1×)
4. 4
   Trocknendried over Na2SO4
5. 5
   SonstigePurification by flash chromatography on silica gel eluting with 30% EtOAc/70% hexane

Vorschrift

n-BuLi (2.5 M in hexane, 4.4 mL, 11 mmol) was added to a solution of 2-ethylfuran (1.05 mL, 10 mmol) in THF (10 mL) at −25° C. The solution was warmed to rt and stirred for 3 h. Ethylene oxide (0.75 mL) was added at −78° C. The reaction was stirred for 0.5 h at −15° C. and overnight at rt. Aqueous sat. NH4Cl was added and the mixture was extracted with ether (3×). The combined extracts were washed with water (1×) and brine (1×) and dried over Na2SO4. Purification by flash chromatography on silica gel eluting with 30% EtOAc/70% hexane gave 1.12 g (8.02 mmol, 80.2%) of 2v(1) as a yellow oil.

Quelle