Toluene → HCID 68845325, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl-3-bromopropionate (33.8 g) was added to a solution of 2-(thiophen-2-yl)acetonitrile (10 g) in toluene (300 ml) and the mixture was cooled to −10° C. NaNH2 (27 g) was added in portions over a period of 1 hour (the temperature was maintained below 0° C.). The reaction mixture was heated to RT and refluxed for 1 hour (111° C.). Finally the mixture was cooled to 0°-5° C. and AcOH/water (50 ml/100 ml) was added. The toluene phase was separated and the aqueous phase was extracted with toluene (3×200 ml). The combined organic extracts were washed with 5% Na2CO3 solution (1×50 ml) and water (1×00 ml) and dried over Na2SO4. The solvent was removed under reduced pressure.

Provenance & Evidence