Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl ketone | HCID 7288 | — |
| Reactant | Tert-Butanesulfinamide | HCID 3382465 | — |
| Catalyst | Titanium tetraethoxide | HCID 76524 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 86623760 | HCID 86623760 | — |
Reaction Steps
To a 40 mL vial, pentan-3-one (1.049 ml, 9.90 mmol) was dissolved in THF (17 ml). Titanium ethoxide (3.42 ml, 16.50 mmol) was added followed by addition of 2-methylpropane-2-sulfinamide (1.0 g, 8.25 mmol) and the reaction was heated to 90° C. for 36 hr. The reaction was poured into equal volume of brine and stirred for 30 min before filtration through a silica gel pad. The filtrate was dried with sodium sulfate, concentrated and purified over silica gel (hexane-EtOAc 4:1 as eluent) to provide title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.00 (m, 3 H) 1.06-1.13 (m, 3 H) 1.14 (s, 9 H) 2.50 (m, 2 H) 2.62 (m, 2 H). MS (DCI) m/z 190 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08481574B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-0078ceb303a94a01924da54637e87111 |
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| Source note | uspto-grants-2013_07 |
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