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

HRID 1035645Notes

Reaction equation

HRID 1035645 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]=[CH:15][C:14]=3[O:19]C)[CH:9]=2)[CH:4]=1.B(Br)(Br)Br>>[OH:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[CH:4]=[C:3]([OH:2])[CH:12]=[CH:11]2

Participants

3

Reactant 2

HCID 25134Boron tribromideHCID 248292252-Methoxy-6-(2-methoxyphenyl)naphthalene

Product 1

HCID 113683536-(2-Hydroxyphenyl)-2-naphtholYield 7%

Procedure

The compound is prepared by reaction of 2-methoxy-6-(2-methoxyphenyl)-naphthalene (150 mg, 0.57 mmol, 1 eq) with boron tribromide (8.5 ml, 8.5 mmol, 15 eq) according to method G. Purification by column chromatography with hexane/ethyl acetate as the eluent yields the desired product in a yield of 7%, 9 mg.

Workup

  1. customPurification by column chromatography with hexane/ethyl acetate as the eluent

Sources & evidence

ORD record
ord-56e731c336fe48d4885caad8b708b2ec
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

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