Benzoic acid, 4-(bromomethyl)-2-ethoxy-, ethyl ester → Ethyl 2-ethoxy-4-(2-ethoxy-2-oxoethyl)benzoate
Reaction equation
Br[CH2:2][C:3]1[CH:13]=[CH:12][C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:5]([O:14][CH2:15][CH3:16])[CH:4]=1>C(O)C>[CH2:15]([O:14][C:5]1[CH:4]=[C:3]([CH2:2][C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH:13]=[CH:12][C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH3:16]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
A mixture of ethyl 4-bromomethyl-2-ethoxy-benzoate (4, 1 gm, 3.5 mmol), dichlorobis(1,2,5-triphenylphosphole)-palladium catalyst (0.1 gm), ethyl alcohol (5 ml) was heated to 50° C. with CO for 6-15 hrs. Catalyst was filtered and solvent was removed to yield the product ethyl 3-ethoxy-4-ethoxycarbonyl-phenylacetate (1, 0.87 gm, 3.1 mmol, 88%).
Workup
- filtrationCatalyst was filtered
- customsolvent was removed
Sources & evidence
- ORD record
- ord-4b526443dbd44d89adc4bfb3030ebd95
- Source dataset
- uspto-grants-2004_11
- Patent number
- US06818786B2
Reaction notes
Loading…