2,2,4-trimethylcyclopentan-1-one

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 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%). a mixture of isomers

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: By the same procedure as in Example 1 using a mixture comprising 2,2,4-trimethylcyclopentanone and 2,4,4-trimethylcyclopentanone (about 1:1) (25.2 parts by weight) in 150 milliliters of benzene, one part by weight of ammonium sulfate and 6.2 parts by weight of methylamine, further reacted with 22.6 parts by weight of chloroacetyl chloride and 24.6 parts by weight of trimethylamine, a mixture of isomers consisting of N-(3,3,5-trimethylcyclopenten-1-yl)-N-methyl-α-chloroacetamide, N-(3,5,5-trimethylcyclopenten-1-yl)-N-methyl-α-chloroacetamide, and N-(2,4,4-trimethylcyclopenten-1-yl)-N-methyl-α-chloroacetamide was obtained. The yield of partially crystalline dark brown product amounted to 33 parts by weight. The molecular weight was determined to be 198 (215). The content of organically combined chlorine was 17.5% (16.5%). The nitrogen content was 6.3% (6.5%). a mixture of isomers

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 3.84 gm of 2,2,4-trimethyl-cyclopentanone were dissolved in 50 ml of chloroform and cooled in the ice bath. At 0° C., a solution of 0.2 gm of sodium acetate in 11.4 gm of a 40% aqueous peracetic acid was added. The reaction mixture was stirred for 18 hours at room temperature, then neutralized with a sodium hydrogen carbonate solution. The organic phase was separated, dried and concentrated. By distillation, 3.4 gm of 4,6,6-trimethyl-tetrahydropyran-2 -one (I) were recovered with the following characteristics: The organic phase was separated dried concentrated By distillation, 3.4 gm of 4,6,6-trimethyl-tetrahydropyran-2 -one (I) were recovered with the following characteristics