1-Chloro-2-methoxy-6-(4-methoxyphenyl)naphthalene → 1-Chloro-6-(4-hydroxyphenyl)-2-naphthol

Reaction equation

[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]3[CH:17]=[CH:16][C:15]([O:18]C)=[CH:14][CH:13]=3)=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[O:20]C.Cl.[NH+]1C=CC=CC=1>>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]3[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=3)=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[OH:20]

Participants

Reactant 2

HCID 111623351-Chloro-2-methoxy-6-(4-methoxyphenyl)naphthalene

HCID 21584435Pyridinium hydrochloride

Product 1

HCID 61026901-Chloro-6-(4-hydroxyphenyl)-2-naphthol

Procedure

The title compound was prepared by reacting 1-chloro-2-methoxy-6-(4-methoxyphenyl)naphthalene (0.32 g, 1.07 mmol) with pyridinium HCl (7 g) at 190° C. according to method B to yield 0.12 g (41%) of an off white solid: mp 222-224° C. (dec.);

Workup

customat 190° C.
customto yield 0.12 g (41%) of an off white solid

Sources & evidence

ORD record: ord-e71de5fa2a594b95ab954da6a586fd94
Source dataset: uspto-grants-2005_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06914074B2

Reaction notes

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