Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 66969489 | HCID 66969489 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86615329 | HCID 86615329 | 50% |
Reaction Steps
A solution of 5-[2-(3-chloro-2-methoxyphenyl)butyl]-4-ethoxy-5-(trifluoromethyl)-4,5-dihydro-1,3-oxazole in THF (30 ml) is admixed with 2N HCl (10 ml). The mixture is stirred at 50-60° C. overnight. Following dilution with water (150 ml) and extraction with diethyl ether, the combined organic extracts are washed with water and brine and then dried and the solvent is removed on a rotary evaporator. Flash chromatography on silica gel (eluent toluene) gives 2.7 g (50%) of the desired compound as a racemic mixture of the two diastereomers. The 1H-NMR spectrum below describes the signals for the mixture:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07880042B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-8932daff39be40ae9f29826d7d7419c8 |
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| Source note | uspto-grants-2011_02 |
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