Boron tribromide → 2-Bromo-5-(2-phenylethenyl)-1,3-benzenediol

HRID 252322Notes

Reaction equation

HRID 252322 reaction equation
[Br:1][C:2]1[C:7]([O:8]C)=[CH:6][C:5]([CH:10]=[CH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:4][C:3]=1[O:18]C.B(Br)(Br)Br>>[Br:1][C:2]1[C:7]([OH:8])=[CH:6][C:5]([CH:10]=[CH:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[CH:4][C:3]=1[OH:18]

Participants

3

Reactant 2

HCID 25134Boron tribromideHCID 668426762-Bromo-1,3-dimethoxy-5-(2-phenylethenyl)benzene

Product 1

HCID 668430452-Bromo-5-(2-phenylethenyl)-1,3-benzenediolYield 90%

Procedure

This material was synthesized from 1-(4-bromo-3,5-dimethoxyphenyl)-2-phenylethene (21B) and BBr3 in 90% yield by the same method as described in Example 6. 1HNMR (CDCl3, ppm): δ 5.39 (s, 2H), 6.81 (s, 2H), 7.06 (d, J=17 Hz, 1H), 7.11 (d, J=17 Hz, 1H), 7.28 (m, 1H), 7.37 (m, 2H), 7.55 (m, 2H).

Sources & evidence

ORD record
ord-4e5e6bf95722456b84c844fe93b76572
Source dataset
uspto-grants-2011_01
Patent number
US07868047B2

Reaction notes

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