Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl Acrylate | HCID 7294 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 57431984 | HCID 57431984 | — |
| Product | HCID 68843710 | HCID 68843710 | 84.7% |
Reaction Steps
To a solution of 4-bromo-3-methyl-benzoic acid benzyl ester (36 g, 118 mmol) in propronitrile (1000 mL) is added methyl acrylate (43.3 mL) and diisopropylethyl amine (42 mL), the solution is degassed and filled with nitrogen for three times. To this mixture are added tri-o-tolyl-phosphane (14.5 g) and palladium acetate (5.34 g) under nitrogen, then heated at 110° C. overnight, cooled to room temperature, filtered through celite. The solvent is evaporated, the residue is taken into ethyl acetate and washed with water and brine, dried over sodium sulfate. Concentration and column chromatography on silica gel eluted with hexanes and ethyl acetate yields the title compound (31 g, 84.7%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07504433B2 |
|---|
| Source dataset | uspto-grants-2009_03 |
|---|
| ORD ID | ord-71bfebfd62d04eefb0ddda0d1252ed1c |
|---|
| Source note | uspto-grants-2009_03 |
|---|