Reaktion #721119

Reaktionsgleichung

1-benzhydrylazetidin-3-yl methanesulfonate

thiophene ethanol

→

title product

1-Benzhydryl-3-(2-(thiophen-2-yl)ethoxy)azetidine

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was then partitioned between dichloromethane (20 mL)
2. 2
   SonstigeThe aqueous layer was separated
3. 3
   Extraktionextracted with dichloromethane (2×10 mL)
4. 4
   TrocknenThe combined organic phases were dried over sodium sulfate
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated to dryness
7. 7
   SonstigeThe residue was purified by chromatography on silica gel

Vorschrift

A solution of 1-benzhydrylazetidin-3-yl methanesulfonate (324 mg, 1.0 mmol) in thiophene ethanol (2.3 mL, 20.4 mmol) was stirred under microwave irradiations (100 W) at 110° C. for 30 minutes. The reaction mixture was then partitioned between dichloromethane (20 mL) and a solution of sodium hydroxyde (1N, 10 mL). The aqueous layer was separated and extracted with dichloromethane (2×10 mL). The combined organic phases were dried over sodium sulfate, filtered and concentrated to dryness. The residue was purified by chromatography on silica gel, using petroleum ether/ethyl acetate (85:15) as eluent. The title product was obtained as a yellow solid (210 mg, 59%).

Quelle