1-(1-Cyclopentyl-1-methyl-ethyl)-3,5-dimethoxy-benzene → 1-(2-Cyclohexylpropan-2-yl)-3,5-dimethoxybenzene

HRID 1376244Notes

Reaction equation

HRID 1376244 reaction equation
[CH:1]1(C(C2C=C(OC)C=C(OC)C=2)=O)CCCCC1.[CH:19]1([C:24]([C:27]2[CH:32]=[C:31]([O:33][CH3:34])[CH:30]=[C:29]([O:35][CH3:36])[CH:28]=2)([CH3:26])[CH3:25])[CH2:23][CH2:22][CH2:21][CH2:20]1>CCCCCC.C(OCC)(=O)C>[CH:19]1([C:24]([C:27]2[CH:28]=[C:29]([O:35][CH3:36])[CH:30]=[C:31]([O:33][CH3:34])[CH:32]=2)([CH3:26])[CH3:25])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:1]1

Participants

4

Reactant 2

HCID 668861281-(1-Cyclopentyl-1-methyl-ethyl)-3,5-dimethoxy-benzeneHCID 66886135Cyclohexyl(3,5-dimethoxyphenyl)methanone

Product 1

HCID 123212881-(2-Cyclohexylpropan-2-yl)-3,5-dimethoxybenzene

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Compound 14 was prepared from Compound 7 using the same procedure as described above for Compound 13. Yield 3.69 g (70.3%) as an oil. Rf=0.55 (hexane:ethyl acetate 95:5); IR (neat) 2932, 1457, 1422, 1208, 1066 702 cm−1; 1H NMR δ 6.48 (d, J=2.4 Hz, 2H), 6.35 (t, J=2.1 Hz, 1H), 3.80 (s, 6H), 1.72–1.55 (m, 6H), 1.45–1.39 (m, 1H), 1.21 (s, 6H), 1.18–1.05 (m, 2H), 0.97–0.85 (m, 2H); 13C NMR δ 160.52, 153.48, 105.35, 96.64, 55.44, 49.28, 41.06, 28.18, 27.44, 26.96, 25.50; MS: (ESI, Pos.) m/z 263 ([M+H]+).

Sources & evidence

ORD record
ord-8b3fef17be394a26a6793a4de74637e0
Source dataset
uspto-grants-2007_01
Patent number
US07169942B2

Reaction notes

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