HCID 13952038, compound → HCID 54171761, compound

Participants

Reaction Steps

A mixture of 1.277 g. (66.3 mMole) of the acetylenic carbonyl compound prepared according to the description of paragraph (b) above, 12 g. of activated MnO2 and 100 ml. of petroleum-ether (30°-40°) were stirred for 15 minutes at room temperature. The solid was removed by filtration and the liquid was dried over molecular sieves then it was concentrated and distilled under reduced pressure. 1.02 g. (81%) of 2,6,6-trimethyl-1-tetrolyl-1-cyclohexene were thus obtained, the analytical measurements thereof gave the following results: nD20 =1.5107; d420 =0.957. IR spectrum (liquid phase): 2210 (νC↓C), 1640 (νC=0)cm-1. NMR spectrum (CCl4): 1.08 (3 H, s), 1.68 (3 H, s), 2.02 (3 H, s) ppm (δ). Mass spectrum: 190 (28), 175(100), 67 (63), 123 (37), 41 (25), 81 (24), 135 (22), 28 (21), 91 (20), 147 (20).

Provenance & Evidence