Boron tribromide → HCID 24950039, compound

HRID 1035654Notes

Reaction equation

C[O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:13]3[CH:18]=[C:17]([C:19]4[CH:28]=[CH:27][C:26]5[C:21](=[CH:22][CH:23]=[C:24]([O:29]C)[CH:25]=5)[CH:20]=4)[CH:16]=[C:15]([O:31]C)[CH:14]=3)[CH:9]=2)[CH:4]=1.B(Br)(Br)Br>>[OH:31][C:15]1[CH:16]=[C:17]([C:19]2[CH:20]=[C:21]3[C:26](=[CH:27][CH:28]=2)[CH:25]=[C:24]([OH:29])[CH:23]=[CH:22]3)[CH:18]=[C:13]([C:8]2[CH:7]=[CH:6][C:5]3[C:10](=[CH:11][CH:12]=[C:3]([OH:2])[CH:4]=3)[CH:9]=2)[CH:14]=1

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 59443492HCID 59443492, compound

Product 1

HCID 24950039HCID 24950039, compoundYield 99%

Procedure

The compound is prepared by reaction of 2-methoxy-6-[3-methoxy-5-(6-methoxy-2-naphthyl)phenyl]naphthalene (100 mg, 0.24 mmol, 1 eq) with boron tribromide solution (3.6 ml, 3.6 mmol, 15 eq) according to method G. Purification by column chromatography with hexane/ethyl acetate 9/1 yielded the desired product in a yield of 99%, 90 mg.

Workup

customPurification by column chromatography with hexane/ethyl acetate 9/1

Sources & evidence

ORD record: ord-6aa1cdad05b249eea4ffa56019afba23
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08546392B2

Reaction notes

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