HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 90111330, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | Benzenepropanoic acid, α-methyl-4-(trifluoromethyl)-, ethyl ester | HCID 90111382 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90111330 | HCID 90111330 | — |
Reaction Steps
To a solution of LDA (2.9 mL of 2 M) in THF (30 mL) at −78° C. add ethyl 2-methyl-3-[4-(trifluoromethyl)phenyl]propanoate (1 g, 3.85 mmol). Stir for 10 min, then add methyl iodide (1.48 g, 10.4 mmol) and stir for an additional 15 min Quench the reaction with 10 mL of 1 N HCl and allow to warm to ambient temperature. Extract with EtOAc (50 mL). Wash extract with brine, dry over sodium sulfate, filter, and concentrate. Purify the residue by flash chromatography (5% EtOAc in petroleum ether) to give the title compound (475 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206139B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-67a575b6188c4509a90c2d0e5b1497b0 |
| Source note | uspto-grants-2015_12 |