Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tert-Butanesulfinamide | HCID 3382465 | — |
| Reactant | HCID 67236401 | HCID 67236401 | — |
| Catalyst | Titanium tetraethoxide | HCID 76524 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86724254 | HCID 86724254 | 57% |
Reaction Steps
The mixture of 6-bromo-4H-spiro[chromene-3,1′-cyclopropan]-4-one (8.0 g, 32 mmol), 2-methylpropane-2-sulfinamide (12 g, 99 mmol), and titanium(IV) tetraethanolate (22 g, 95 mmol) in THF (160 ml) was stirred for 48 hours at 80° C. To the mixture was added H2O (20 ml), filtered through Celite and washed by EtOAc (50 ml). The filtrate was concentrated in vacuo. The residue was purified by silica gel chromatography (hexane:EtOAc=100:0-0:100) to give N-(6-bromo-4H-spiro[chromene-3,1′-cyclopropan]-4-ylidene)-2-methylpropane-2-sulfinamide (6.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08975415B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-50115b91040c4edaafbfca896f33bb28 |
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| Source note | uspto-grants-2015_03 |
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