2,6,6-Trimethyl-1-[1-hydroxy-2-butynyl]-2-cyclohexene → (Z)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one

Participants

Reaction Steps

The acetylenic carbinol which was obtained as described above under paragraph (b) was oxidized as described for its isomer in Example 18, paragraph (c). Thus, 1.38 g. of carbinol gave 0.9 g. (66%) of 2,6,6-trimethyl-1-tetrolyl-2-cyclohexene, b.p. 100°-105°/0.7 Torr. NMR spectrum (CCl4): 0.96 (6 H, d badly resolved), 1.52 (3 H, m), 2.0 (3 H, s), 5.57 (1 H, m), 2.66 (1 H, m) ppm (δ).

Provenance & Evidence