Boron tribromide → HCID 24949872, compound

HRID 1035664Notes

Reaction equation

C[O:2][C:3]1[C:4]([C:21]([NH:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:22])=[CH:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[C:8]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19]C)[CH:14]=1)[CH:7]=2.B(Br)(Br)Br>>[OH:2][C:3]1[C:4]([C:21]([NH:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)=[O:22])=[CH:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[C:8]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([OH:19])[CH:14]=1)[CH:7]=2

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 59443444HCID 59443444, compound

Product 1

HCID 24949872HCID 24949872, compoundYield 50%

Procedure

The compound is prepared by reaction of 3-methoxy-7-(3-methoxyphenyl)-N-phenyl-2-naphthamide (86 mg, 0.22 mol, 1 eq) with boron tribromide solution (4.45 ml, 4.45 mmol, 20 eq) according to method G. Purification by preparative thin-layer chromatography with hexane/ethyl acetate 6/4 as the eluent yielded the desired product in a yield of 50%, 39 mg.

Workup

customPurification by preparative thin-layer chromatography with hexane/ethyl acetate 6/4 as the eluent

Sources & evidence

ORD record: ord-501fd92ae80a43fd835e8edb7790010b
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08546392B2

Reaction notes

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