4,4-Dimethylpent-1-yn-3-ol → 1-{4-[1-Ethyl-1-(4-methoxyphenyl)-propyl]-2-methylphenyl}-4,4-dimethylpent-1-YN-3-OL

HRID 250181Notes

Reaction equation

HRID 250181 reaction equation
[CH3:1][C:2]([CH3:8])([CH3:7])[CH:3]([OH:6])[C:4]#[CH:5].[CH2:9]([C:11]([C:22]1[CH:27]=[CH:26][C:25](O)=[C:24]([CH3:29])[CH:23]=1)([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)[CH2:12][CH3:13])[CH3:10]>>[CH2:9]([C:11]([C:22]1[CH:27]=[CH:26][C:25]([C:5]#[C:4][CH:3]([OH:6])[C:2]([CH3:8])([CH3:7])[CH3:1])=[C:24]([CH3:29])[CH:23]=1)([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)[CH2:12][CH3:13])[CH3:10]

Participants

3

Reactant 2

HCID 49144984,4-Dimethylpent-1-yn-3-olHCID 587759784-[3-(4-Methoxyphenyl)pentan-3-yl]-2-methylphenol

Product 1

HCID 668896241-{4-[1-Ethyl-1-(4-methoxyphenyl)-propyl]-2-methylphenyl}-4,4-dimethylpent-1-YN-3-OL

Procedure

In a manner similar to that described for Examples 1C-D, but replacing 2-methyl-3-butyn-2-ol with 4,4-dimethylpent-1-yn-3-ol, the title compound was prepared from 4-[1-ethyl-1-(4-methoxyphenyl)-propyl]-2-methylphenol: 1H-NMR (CDCl3) δ 7.29 (1H, d, J=8.1), 7.05 (2H, d, J=8.8), 7.00 (1H, d, J=2.3), 6.94 (1H, dd, J=2.3, 8.1), 6.78 (2H, d, J=8.8), 4.26 (1H, s), 3.78 (3H, s), 2.38 (3H, s), 2.05(4H, q, J=7.3), 1.06 (9H, s), 0.60 (6H, t, J=7.3).

Sources & evidence

ORD record
ord-d77b6b8bb3a54dacaabb11fea2a90f1f
Source dataset
uspto-grants-2011_01
Patent number
US07863298B2

Reaction notes

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