Reaktion #563853

Reaktionsgleichung

phenylethyl magnesium bromide

4,5-dihydro 4,4-dimethyl-2-(2,3,4-trimethoxyphenyl) oxazole

Water

→

oil

2-[3,4-Dimethoxy-2-(2-phenylethyl)phenyl]-4,5-dihydro-4,4-dimethyloxazole

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe aqueous phase thoroughly extracted with diethyl ether (3×200 ml)
2. 2
   TrocknenThe organic solution was dried over magnesium sulphate
3. 3
   Filtrationfiltered
4. 4
   Sonstigeevaporated
5. 5
   Sonstigeto leave an oil which
6. 6
   Sonstigewas purified by column chromatography on SiO2 eluting with ether/petroleum ether (50/50)

Vorschrift

A solution of phenylethyl magnesium bromide (1M in tetrahydrofuran (40 ml) was added to a stirred solution of 4,5-dihydro 4,4-dimethyl-2-(2,3,4-trimethoxyphenyl) oxazole (5.3 g 0.02M) in dry tetrahydrofuran under a nitrogen atmosphere. The mixture was stirred at 20° for 16 hours. Water (200 ml) was added and the aqueous phase thoroughly extracted with diethyl ether (3×200 ml). The organic solution was dried over magnesium sulphate, filtered and evaporated to leave an oil which was purified by column chromatography on SiO2 eluting with ether/petroleum ether (50/50) to give a colorless oil (6.2 g); MS m/e 339.

Quelle