3-Methyl-6-(methyloxy)-1-{[(methyloxy)methyl]oxy}-2-phenylnaphthalene → 6-Methoxy-3-methyl-2-phenyl-1-naphthol

HRID 1992822Notes

Reaction equation

HRID 1992822 reaction equation
[CH3:1][C:2]1[C:3]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[C:4]([O:14]COC)[C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([O:12][CH3:13])=[CH:7][CH:6]=2>Cl>[CH3:13][O:12][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[C:4]([OH:14])=[C:3]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[C:2]([CH3:1])=[CH:11]2

Participants

3

Reactant 1

HCID 685363903-Methyl-6-(methyloxy)-1-{[(methyloxy)methyl]oxy}-2-phenylnaphthalene

Product 1

HCID 685363886-Methoxy-3-methyl-2-phenyl-1-naphtholYield 162.9%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

3-Methyl-6-(methyloxy)-1-{[(methyloxy)methyl]oxy}-2-phenylnaphthalene (15) (1.31 g, 4.25 mmol) was dissolved in HCl (4 N in 1,4-dioxane) (10 mL) and the solution was stirred at RT under N2 for 30 min. The reaction mixture was concentrated to give 1.83 g of crude 3-methyl-6-(methyloxy)-2-phenyl-1-naphthalenol (7) as a gold-yellow oil. Compound (7) was previously characterized and used directly in the following reaction without additional purification.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-f75aca6642bc4c23a4153c05cb4ecd2e
Source dataset
uspto-grants-2010_01
Patent number
US07649093B2

Reaction notes

Loading…