2-Isopentylcyclopent-2-en-1-one → 2-(3-Methyl-butyl)-3-vinyl-cyclopentanone

Participants

Reaction Conditions

Reaction Steps

Vinylmagnesium chloride (H2CHCClMg, 1 L) and cuprous chloride were charged to a dried flask under nitrogen and cooled to −25° C. with a dry ice bath. The resulting mixture was fed with 2-(3-methyl-butyl)-cyclopent-2-enone (226 g, 1.49 mol, obtained as detailed above) slowly for over 4 hours, aged for another 4 hours, and allowed to warm to 0° C. The reaction mixture was then poured into acetic acid solution and washed to neutral with saturated Na2CO3 solution. The distillation process provided the product 2-(3-methyl-butyl)-3-vinyl-cyclopentanone.

Provenance & Evidence