Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 57948929 | HCID 57948929 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 57948940 | HCID 57948940 | 97% |
Reaction Steps
To a solution of (R)-N-((S)-2-(3-bromo-4-fluorophenyl)-4-methylpent-4-en-2-yl)-2-methylpropane-2-sulfinamide (1.8 g, 5.1 mmoles, 1 equiv) in 1,4-dioxane (6 mL) is added hydrogen chloride (4.0 M in 1,4-dioxane, 15 mL). The reaction is stirred for 5 minutes and the solvent is removed under reduced pressure. To the residue is added saturated aqueous sodium bicarbonate and the mixture is extracted with ethyl acetate. The combined organic phase is dried over sodium sulfate, filtered and concentrated under reduced pressure to give the title compound (97% yield): 1H NMR (CDCl3, 400 MHz) δ 7.66 (dd, 1H, J=6.40, J=2.80 Hz), 7.37-7.33 (m, 1H), 7.02 (t, 1H, J=8.40 Hz), 4.83 (s, 1H), 4.62 (s, 1H), 2.47 (d, 1H, J=13.2 Hz), 2.35 (d, 1H, J=13.2 Hz), 1.44 (s, 3H), 1.36 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07648983B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-25da6ff8ece14165b626dae3a9d2a1ed |
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| Source note | uspto-grants-2010_01 |
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