Styrene → HCID 296657, compound

HRID 1156249Notes

Reaction equation

HRID 1156249 reaction equation
[C:1]1([CH3:10])[CH:6]=[CH:5][C:4]([C:7](Cl)=O)=[CH:3][CH:2]=1.C=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(N(CCC)CCC)CC>ClC1C=CC=CC=1.[Pd](Cl)Cl>[CH3:10][C:1]1[CH:6]=[CH:5][C:4]([CH:7]=[CH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 7501StyreneHCID 7616TripropylamineHCID 134054-Methylbenzoyl Chloride

Product 1

HCID 296657HCID 296657, compoundYield 30%

Reagents, catalysts & solvents 2

HCID 24290Palladium ChlorideCatalystHCID 7964ChlorobenzeneSolvent

Procedure

The procedure described in Example 1 is followed, except that 15.46 g (0.1 mol) of p-toluic acid chloride, 13.02 g (0.125 mol) of styrene, 14.3 g (0.1 mol) of tri-n-propylamine and 0.177 g (0.001 mol) of palladium chloride are used. After a reaction time of 3 hours at 130° C., in 50 ml of chlorobenzene as the solvent, 5.8 g (0.03 mol) of 4-methylstilbene, corresponding to a yield of 30% of theory, are obtained; melting point 117° C.

Sources & evidence

ORD record
ord-b323599b98254d3eabd1a8cd76c60838
Source dataset
uspto-grants-1982_06
Patent number
US04335055

Reaction notes

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