Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl acrylate | HCID 15458 | — |
| Reactant | (3-Bromophenyl)acetic acid | HCID 74653 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 21101248 | HCID 21101248 | — |
Reaction Steps
A mixture of m-bromophenylacetic acid (4.0 g, 18.6 mmol), t-butyl acrylate (4.85 g, 37.8 mmol), triethylamine (3.8 g, 37.6 mmol), tri-o-tolylphosphine (310 mg, 1.02 mmol) and palladium acetate (130 mg, 0.580 mmol) in N,N-dimethylformamide (50 ml) was stirred for 4 hours at 50° C. and then 10 hours at 90° C. The reaction mixture was diluted with an aqueous sodium hydrogencarbonate solution and washed with ethyl acetate. The aqueous layer was acidified (about pH 3) and extracted with ethyl acetate. The organic layer was washed with an aqueous sodium chloride solution and dried over magnesium sulfate. The solvent was removed under reduced pressure to give the crude subject compound (5.50 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07220773B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-a644df9f3896495ea23e71965d4d1e5e |
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| Source note | uspto-grants-2007_05 |
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