Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzene, 1-bromo-3-(trifluoromethyl)- | HCID 9817 | — |
| Reactant | Ethyl 2-bromopropionate | HCID 79040 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59713008 | HCID 59713008 | — |
Reaction Steps
3-Trifluoromethylbromobenzene 50 (0.2 mol) was dissolved in dry tetrahydrofuran (100 mL). A small amount of magnesium metal was added and the mixture was warmed until reaction commenced. Additional magnesium (0.2 mol) was added. The mixture was maintained at reflux until the magnesium was consumed. A solution of anhydrous zinc chloride (0.2 mol) in tetrahydrofuran (50 mL) was added. The mixture was maintained at 55° C. for 2 hours, and then ethyl 2-bromopropionate (0.2 mol) was added. The mixture was maintained at 55° C. and the progress of the reaction was monitored by TLC. When the reaction was complete, the mixture was cooled and added to water and ether. The organic layer was dried and concentrated, and the residue was chromatographed to afford 2-(3-trifluoromethyl-phenyl)-propionic acid ethyl ester 51.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07371888B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-b43dc8300f2443ecac273fc81a02770a |
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| Source note | uspto-grants-2008_05 |
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