Boron tribromide → HCID 24949874, compound

HRID 1035662Notes

Reaction equation

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

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 59443459HCID 59443459, compound

Product 1

HCID 24949874HCID 24949874, compound

Procedure

The compound is prepared by reaction of N-[2-methoxy-4-(6-methoxy-2-naphthyl)phenyl]benzamide (49 mg. 0.13 mol, 1 eq) with boron tribromide solution (2.25 ml, 2.25 mmol, 15 eq) according to method G. Purification by preparative thin-layer chromatography with dichloromethane/methanol 95/5 as the eluent yielded the desired product in quantitative yield.

Workup

customPurification by preparative thin-layer chromatography with dichloromethane/methanol 95/5 as the eluent

Sources & evidence

ORD record: ord-4a4c571b126b4d18a2ec856292240e91
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08546392B2

Reaction notes

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