2,6,6-Trimethyl-1-tetrolyl-2-cyclohexene → (Z)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one

HRID 1283354Notes

Reaction equation

HRID 1283354 reaction equation
[CH3:1][C:2]1[CH:3]([C:10](=[O:14])[C:11]#[C:12][CH3:13])[C:4]([CH3:9])([CH3:8])[CH2:5][CH2:6][CH:7]=1>CO>[CH3:1][C:2]1[CH:3]([C:10](=[O:14])/[CH:11]=[CH:12]\[CH3:13])[C:4]([CH3:8])([CH3:9])[CH2:5][CH2:6][CH:7]=1

Participants

3

Reactant 1

HCID 705897112,6,6-Trimethyl-1-tetrolyl-2-cyclohexene

Product 1

HCID 6436548(Z)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

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).

Sources & evidence

ORD record
ord-1ac572c2f8c3482392450fc573e7657c
Source dataset
uspto-grants-1976_08
Patent number
US03975310

Reaction notes

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