1-Bromo-3-methyl-1-butene → (Z)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one

HRID 1448877Notes

Reaction equation

HRID 1448877 reaction equation
[CH3:1][C:2]([CH:6](C)[CH2:7][CH:8]=[C:9]([CH3:11])[CH3:10])=[CH:3][CH:4]=[O:5].Br[CH:14]=[CH:15][CH:16](C)C>>[CH3:1][C:2]1[CH:3]([C:4](=[O:5])/[CH:14]=[CH:15]\[CH3:16])[C:9]([CH3:10])([CH3:11])[CH2:8][CH2:7][CH:6]=1

Participants

3

Reactant 2

HCID 533952621-Bromo-3-methyl-1-buteneHCID 540968123,4,7-Trimethyl-2,6-octadienal

Product 1

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

Procedure

2,6,6-Trimethyl-1-tetrolyl-2-cyclohexene obtained according to the description of paragraph (c) herebelow was hydrogenated according to the method described in Example 18, paragraph (a). Thus, cis-2,6,6-trimethyl-1-crotonoyl-2-cyclohexene was obtained in 85-00% yield. The spectral characteristics were as follows: NMR spectrum (CCl4): 0.85 (3 H, s); 0.96 (3 H, s), 1.62 (3 H, s broad), 2.12 (3 H, d, J=5.5 cps), 1.0-2.3 (4 H, complex band), 2.95 (1 H, s broad), 5.49 (1 H, s broad), 6.25 (2 H, complex band) ppm (δ).

Sources & evidence

ORD record
ord-1d6bbfd346cc45ee9ecb65b25b740b71
Source dataset
uspto-grants-1980_02
Patent number
US04187863

Reaction notes

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