Boron tribromide → HCID 24949873, compound

HRID 1035661Notes

Reaction equation

HRID 1035661 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:24])[CH3:23].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:24])[CH3:23]

Participants

3

Reactant 2

HCID 25134Boron tribromideHCID 59443454HCID 59443454, compound

Product 1

HCID 24949873HCID 24949873, compoundYield 45%

Procedure

The compound is prepared by reaction of N-[2-methoxy-4-(6-methoxy-2-naphthyl)phenyl]acetamide (54 mg, 0.17 mol, 1 eq) with boron tribromide solution (2.52 ml, 2.52 mmol, 15 eq) according to method G. Purification by preparative thin-layer chromatography with dichloromethane/methanol 95/5 yielded the desired product in a yield of 45%, 22 mg.

Workup

  1. customPurification by preparative thin-layer chromatography with dichloromethane/methanol 95/5

Sources & evidence

ORD record
ord-77d9ad1a5e954753b37552cc6ec5e56a
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

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