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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1448878Generated: October 26, 2026

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

https://huagongshe.com/reaction/1448878

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6,6-Trimethyl-1-[1-hydroxy-2-butynyl]-2-cyclohexeneHCID 12931925—
Reactant3,4,7-Trimethyl-2,6-octadienalHCID 54096812—
Reactant2,6,6-Trimethyl-1-tetrolyl-2-cyclohexeneHCID 70589711—
SolventMethanolHCID 887—
Product(Z)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-oneHCID 6436548—

Reaction Steps

The acetylenic carbinol which was obtained as described above under paragraph (b) was oxidised 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04187863
Source datasetuspto-grants-1980_02
ORD IDord-ef3d65641875414f897a87ba971d474f
Source noteuspto-grants-1980_02