Boron tribromide → 6-(3-Hydroxyphenyl)-2-naphthol

HRID 1035646Notes

Reaction equation

HRID 1035646 reaction equation
C[O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([O:19]C)[CH:14]=3)[CH:9]=2)[CH:4]=1.B(Br)(Br)Br>>[OH:19][C:15]1[CH:14]=[C:13]([C:8]2[CH:9]=[C:10]3[C:5](=[CH:6][CH:7]=2)[CH:4]=[C:3]([OH:2])[CH:12]=[CH:11]3)[CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 25134Boron tribromideHCID 114028342-Methoxy-6-(3-methoxyphenyl)naphthalene

Product 1

HCID 101927306-(3-Hydroxyphenyl)-2-naphtholYield 52%

Procedure

The compound is prepared by reaction of 2-methoxy-6-(3-methoxyphenyl)-naphthalene (51 mg, 0.19 mmol, 1 eq) with boron tribromide (0.6 ml, 0.60 mmol, 3 eq) according to method G. Purification by column chromatography with dichloromethane/methanol 98/2 as the eluent yields the desired product in a yield of 52%, 23 mg.

Workup

  1. customPurification by column chromatography with dichloromethane/methanol 98/2 as the eluent

Sources & evidence

ORD record
ord-387a5f68d7f244eb9f173235f0aeffc9
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

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