Boron tribromide → 6-(3-Aminophenyl)-2-naphthalenol

HRID 1035649Notes

Reaction equation

HRID 1035649 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C:13]1[CH:14]=[C:15]([NH2:19])[CH:16]=[CH:17][CH:18]=1)[CH:7]=[CH:6]2.B(Br)(Br)Br>>[NH2:19][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 22724074HCID 22724074, compound

Product 1

HCID 248274306-(3-Aminophenyl)-2-naphthalenolYield 14%

Procedure

The compound is prepared by reaction of 3-(6-methoxynaphthalene-2-yl)phenylamine (87.9 mg, 0.35 mmol, 1 eq) with boron tribromide (5 eq) according to method G. Purification by column chromatography with hexane/ethyl acetate 9/1 as the eluent yields the desired product in a yield of 14%, 12 mg.

Workup

  1. customPurification by column chromatography with hexane/ethyl acetate 9/1 as the eluent

Sources & evidence

ORD record
ord-45ec3e1f4f0e4ecca72abe062e6299ca
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

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