HCID 14887792, compound → 4-Ethynyl-1,2-dimethoxybenzene

HRID 2190880Notes

Reaction equation

HRID 2190880 reaction equation
Br[C:2](Br)=[CH:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([O:12][CH3:13])[CH:5]=1.[Li]CCCC>>[CH3:13][O:12][C:6]1[CH:5]=[C:4]([C:3]#[CH:2])[CH:9]=[CH:8][C:7]=1[O:10][CH3:11]

Participants

3

Reactant 2

HCID 14887792HCID 14887792, compoundHCID 178418339Butyllithium

Product 1

HCID 36164214-Ethynyl-1,2-dimethoxybenzeneYield 85%

Procedure

According to the General Procedure E, 2,2-dibromo-1-(3,4-dimethoxyphenyl)ethene (4.00 g, 12.40 mmol) and n-BuLi (17.11 ml, 27.28 mmol) are converted to give after workup and chromatography (SiO2, PE/EE=1:1, Rf=0.51) the title compound (1.70 g, 10.48 mmol, 85%) as a colorless solid, m.p. 71-72° C.;

Sources & evidence

ORD record
ord-7a2e67e323cf4d7d83924ff25b0f30c4
Source dataset
uspto-grants-2012_12
Patent number
US08324404B2

Reaction notes

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