4-Fluorostyrene → (E)-1-(Methylthio)-4-[2-(3,5-difluorophenyl)ethenyl]benzene

HRID 399081Notes

Reaction equation

HRID 399081 reaction equation
Br[C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([F:9])[CH:3]=1.F[C:11]1[CH:18]=[CH:17][C:14]([CH:15]=[CH2:16])=[CH:13][CH:12]=1.CC1C=C[C:23]([S:26]C)=CC=1>C1(C)C=CC=CC=1.CCCCCC>[CH3:23][S:26][C:11]1[CH:18]=[CH:17][C:14](/[CH:15]=[CH:16]/[C:2]2[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([F:9])[CH:3]=2)=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 678834-FluorostyreneHCID 69334Benzene, 1-methyl-4-(methylthio)-HCID 1363131-Bromo-3,5-difluorobenzene

Product 1

HCID 18969709(E)-1-(Methylthio)-4-[2-(3,5-difluorophenyl)ethenyl]benzene

Reagents, catalysts & solvents 1

HCID 21889329Toluene hexaneSolvent

Procedure

Following the procedure describe in Method 3, but substituting 4-methylthiostyrene (from method 4, step 1) and 1-bromo-3,5-difluorobenzene for 4-fluorostyrene and 4-methylthioanisole, the title product was obtained after flash chromatography (silica gel; toluene/hexane (50:50)) as an orange oil.

Sources & evidence

ORD record
ord-5cc8cf23531a49a48f92d6d1d00ca578
Source dataset
uspto-grants-1998_10
Patent number
US05817700

Reaction notes

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