Chloroacetyl chloride → N-(2,4,4-trimethylcyclopenten-1-yl)-N-allyl-alpha-chloroacetamide

Beteiligte Stoffe

Reaktionsschritte

By the same procedure as in Example 63 using a mixture comprising 2,2,4-trimethylcyclopentanone and 2,4,4-trimethylcyclopentanone (about 1:1) (25.2 parts by weight; 0.2 mole) in 0.2 liter of benzene, 0.1 part by weight of ammonium sulfate, and 11.4 parts by weight (0.2 mole) of allylamine, further reacted with 22.6 parts by weight (0.2 mole) of chloracetyl chloride in 0.05 liter of benzene and 22 parts by weight (0.2 mole) of triethylamine in 0.1 liter of benzene, a mixture of isomers consisting of N-(3,3,5-trimethylcyclopenten-1-yl)-N-allyl-α-chloroacetamide, N-(3,5,5-trimethylcyclopenten-1-yl)-N-allyl-α-chloroacetamide, and N-(2,4,4-trimethylcyclopenten-1-yl)-N-allyl-α-chloroacetamide was obtained. The yield of brown oily distillate (B.P.=88°-93° C. at 1.0 torr) having a refractive index (nD20 =1.4978) was 29 parts by weight. The content of organically combined chlorine was 15.9% (14.7%). The nitrogen content was 6.1% (5.8%).

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