Hydrogen Bromide → 1-Bromo-1-(3,4-dimethoxyphenyl)ethene

HRID 733429Notes

Reaction equation

[BrH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6]([C:12]#[CH:13])[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]>>[Br:1][C:12]([C:6]1[CH:7]=[CH:8][C:9]([O:10][CH3:11])=[C:4]([O:3][CH3:2])[CH:5]=1)=[CH2:13]

Participants

Reactant 2

HCID 260Hydrogen Bromide

HCID 36164214-Ethynyl-1,2-dimethoxybenzene

Product 1

HCID 160853611-Bromo-1-(3,4-dimethoxyphenyl)etheneYield 87%

Procedure

According to the General Procedure D, HBr (33% in acetic acid, 1.11 ml, 0.50 g, 6.17 mmol) and 3,4-dimethoxyphenylacetylene (1.00 g, 6.17 mmol) are converted to give after workup and chromatography (SiO2, PE/EE 5:1, Rf=0.41) the title compound (1.30 g, 5.35 mmol, 87%) as a brown oil; C10H11BrO2 (243.10).

Sources & evidence

ORD record: ord-26102aedb54047c39585e130260fd5c7
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07589205B2

Reaction notes

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