HCID 16085807, compound → HCID 16085804, compound

HRID 733430Notes

Reaction equation

HRID 733430 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][CH2:13][CH3:14])[CH:5]=1.[Li]CCCC>>[CH2:13]([O:12][C:6]1[CH:5]=[C:4]([C:3]#[CH:2])[CH:9]=[CH:8][C:7]=1[O:10][CH3:11])[CH3:14]

Participants

3

Reactant 2

HCID 16085807HCID 16085807, compoundHCID 178418339Butyllithium

Product 1

HCID 16085804HCID 16085804, compoundYield 99.2%

Procedure

According to the General Procedure E, 2,2-dibromo-1-(3-ethoxy-4-methoxyphenyl)ethene (5.00 g, 14.88 mmol) and n-BuLi (20.46 ml, 32.74 mmol) are converted to give after workup and chromatography (SiO2, PE/EE=5:1, Rf=0.31) the title compound (2.60 g, 14.76 mmol, 99%) as a colorless solid. M.p. 95-96° C.;

Sources & evidence

ORD record
ord-6bdbd4496ddc473a91a3f0af087bdc84
Source dataset
uspto-grants-2009_09
Patent number
US07589205B2

Reaction notes

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