Ethanol → 2-Propenoic acid, 3-(4-chlorophenyl)-, ethyl ester

HRID 543344

Reaction equation

HRID 543344 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH:3]=1.[CH2:10]([OH:12])[CH3:11].C=CC1C=CC=CC=1.[CH3:21][OH:22]>[Pd](Cl)Cl>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH:7][C:21]([O:12][CH2:10][CH3:11])=[O:22])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 887MethanolHCID 7501StyreneHCID 140854-Chlorostyrene

Product 1

HCID 2014712-Propenoic acid, 3-(4-chlorophenyl)-, ethyl esterYield 60.2%

Reagents, catalysts & solvents 1

HCID 24290Palladium ChlorideCatalyst

Procedure

The procedures of Example 27 were exactly followed except that p-chlorostyrene and ethanol were used respectively instead of styrene and methanol and the amount of palladium chloride was changed to 0.1 millimole. Ethyl 4-chlorocinnamate was obtained with a yield of 60.2%.

Sources & evidence

ORD record
ord-6f402cd1951d44a9b4643cffbe16cf59
Source dataset
uspto-grants-1987_04
Patent number
US04661620

Linked notes

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