Dimethylformamide → HCID 57091011, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 100 ml of N,N-dimethylformamide and 13 g (0.18 mole) of powdered potassium butoxide, maintained at 20°-30° C. are added slowly within 1 hour 25 g (0.12 mole) of 3-methyl-5-(2,2,3-trimethyl-cyclopent-1-yl)-pent-3-ene-2-one. The resultant mixture is stirred at ambient temperature for 4 hours (reaction is monitored by GC) and is cooled to 10° C. The reaction mixture is drained out of the reaction flask into a beaker containing 20 ml of glacial acetic acid and 50 ml of ice water which are being stirred by means of a magnetic stirrer. The mixture is stirred for 5-10 minutes and is then transferred to a separatory funnel. This mixture is extracted with three 50 ml portions of toluene. The toluene extracts are combined and washed with three 50 ml portions of 10% sodium bicarbonate solution and one 100 ml portion of saturated sodium chloride solution. The solvent is removed by rotary evaporation and the oil is fractionally distilled to yield 5.2 g of 3-methyl-5-(2,2,3-trimethyl-cyclopent-1-yl)-pent-4-en-2-one (mixtures of isomers).

Provenance & Evidence