3-Bromo-5-(trifluoromethyl)benzaldehyde → 1-Bromo-3-ethenyl-5-(trifluoromethyl)benzene

HRID 2363198Notes

Reaction equation

HRID 2363198 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:9]=1)[CH:5]=O.[CH3:14]C([O-])(C)C.[K+]>>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH2:14])[CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:9]=1

Participants

3

Reactant 2

HCID 161154383-Bromo-5-(trifluoromethyl)benzaldehydeHCID 23665647Potassium tert-butoxide

Product 1

HCID 671119801-Bromo-3-ethenyl-5-(trifluoromethyl)benzeneYield 79%

Procedure

3-Bromo-5-trifluoromethylbenzaldehyde (1.10 g, 4.3 mmol) was reacted with CH3PPh3I (2.2 g, 5.4 mmol) and t-BuOK (710 mg, 6.3 mmol) as described above to give 1-bromo-3-trifluoromethyl-5-vinyl-benzene (850 mg, 79%) after purification by flash chromatography on silica gel

Sources & evidence

ORD record
ord-d918e7b6f1c14c5f96a9d9fd63e52c89
Source dataset
uspto-grants-2014_04
Patent number
US08691855B2

Reaction notes

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