Ethyl Acrylate → Ethyl 3-phenylprop-2-enoate

HRID 1284867Notes

Reaction equation

HRID 1284867 reaction equation
I[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:8]([O:12][CH2:13][CH3:14])(=[O:11])[CH:9]=[CH2:10]>[Pd]>[C:8]([O:12][CH2:13][CH3:14])(=[O:11])[CH:9]=[CH:10][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 8821Ethyl AcrylateHCID 11575Iodobenzene

Product 1

HCID 7649Ethyl 3-phenylprop-2-enoateYield 66.4%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The procedure described in Example 9 is repeated, but using 2.79 ml (25 mmols) of iodobenzene and 2.98 ml (27.5 mmols) of ethyl acrylate. After a reaction time of 4.5 hours at 130° C., 2.92 g (16.6 mmols) of ethyl cinnamate are obtained, corresponding to a yield of 66% of theory (conversion figure 6600; Pd content 0.01 mol %).

Sources & evidence

ORD record
ord-d92c36b19b404a7b94d49a72793acff8
Source dataset
uspto-grants-1986_01
Patent number
US04564479

Reaction notes

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