Methanesulfonic Acid → 2,6-Dimethoxy-4-(2-methyloctan-2-YL)phenol

HRID 371607

Reaction equation

HRID 371607 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[OH:11].[CH3:12][C:13]([CH3:21])(O)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].CS(O)(=O)=O>>[OH:11][C:4]1[C:5]([O:9][CH3:10])=[CH:6][C:7]([C:13]([CH3:21])([CH3:12])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[CH:8][C:3]=1[O:2][CH3:1]

Participants

4

Reactant 3

HCID 6395Methanesulfonic AcidHCID 70412,6-DimethoxyphenolHCID 694062-Octanol, 2-methyl-

Product 1

HCID 123212772,6-Dimethoxy-4-(2-methyloctan-2-YL)phenol

Procedure

The process of claim 1, said process comprising reacting 2,6-dimethoxyphenol with 1,1-dimethyl-1-heptanol in the presence of methanesulfonic acid to provide 1-hydroxy-2,6-dimethoxy-4-(1,1-dimethylheptyl)benzene; reacting said 1-hydroxy-2,6-dimethoxy-4-(1,1-dimethylheptyl)benzene with a halogenated disubstituted phosphite to provide a 2,6-dimethoxy-4-(1,1-dimethylheptyl)phenyl disubstituted phosphate; reacting said 2,6-dimethoxy-4-(1,1-dimethylheptyl)phenyl disubstituted phosphate with an alkali metal to afford 1-(1,1-dimethylheptyl)-3,5-dimethoxybenzene; reacting said 1-(1,1-dimethylheptyl)-3,5-dimethoxybenzene with boron tribromide to provide 5-(1,1-dimethylheptyl)-resorcinol, and recovering said 5-(1,1-dimethylheptyl)-resorcinol therefrom.

Sources & evidence

ORD record
ord-0b8f3c45dd214b31ac587028c955bf17
Source dataset
uspto-grants-1978_05
Patent number
US04087410

Linked notes

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