Boron tribromide → HCID 24950043, compound

HRID 1035658Notes

Reaction equation

HRID 1035658 reaction equation
C[O:2][C:3]1[CH:4]=[C:5](/[CH:21]=[CH:22]/[C:23]([NH:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:24])[CH:6]=[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:8]=1.B(Br)(Br)Br>>[OH:2][C:3]1[CH:4]=[C:5](/[CH:21]=[CH:22]/[C:23]([NH:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)=[O:24])[CH:6]=[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:8]=1

Participants

3

Reactant 2

HCID 25134Boron tribromideHCID 59443460HCID 59443460, compound

Product 1

HCID 24950043HCID 24950043, compoundYield 14%

Procedure

The compound is prepared by reaction of (E)-3-[3-methoxy-5-(6-methoxy-naphthalene-2-yl)phenyl]-N-phenylacrylamide (126 mg, 0.31 mmol, 1 eq) with boron tribromide solution (5 eq) according to method G. Purification by preparative thin-layer chromatography with dichloromethane/methanol 98/2 yielded the desired product in a yield of 14%, 17 mg.

Workup

  1. customPurification by preparative thin-layer chromatography with dichloromethane/methanol 98/2

Sources & evidence

ORD record
ord-532fdd6f4169443eb9f9de08ca6dc1f4
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

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