Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(4-Bromophenyl)-2,2,2-trifluoroethanol | HCID 11219024 | — |
| Reactant | Methyl 2-bromo-4-methylpentanoate | HCID 12957039 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69473456 | HCID 69473456 | — |
Reaction Steps
Sodium hydride (60% W, 2.16 mmol, 87 mg) was suspended in dry THF and cooled to 0° C. A solution of 1-(4-bromophenyl)-2,2,2-trifluoroethanol from example 69 step 2 was added slowly and stirred at 0° C. over 0.75 h. A solution of methyl 2-bromo-4-methylpentanoate from example 69 step 1 was added and the mixture was allowed to warmed to r.t. and stirred overnight. The reaction was treated with 0.1 N aqueous hydrochloric acid, diluted with diethyl ether and ethyl acetate. The phases are separated and the organic layer was washed with 0.1N aqueous hydrochloric acid then brine and dried over magnesium sulfate. The volatiles were removed unde reduced pressure to yield methyl 4-methyl-2-(2,2,2-trifluoro-1-phenylethoxy)pentanoate that was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07279478B2 |
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| Source dataset | uspto-grants-2007_10 |
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| ORD ID | ord-548fa5fbe9f34f8bbc33871dc950d6e2 |
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| Source note | uspto-grants-2007_10 |
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