HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 123186264, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3,5-Bis(trifluoromethyl)benzaldehyde | HCID 136247 | — |
| Reactant | tert-Butylsulfinamide, (R)-(+)- | HCID 10964479 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 123186264 | HCID 123186264 | 78% |
Reaction Steps
To a mixture of 3,5-bis(trifluoromethyl)benzaldehyde (5 g, 20.7 mmol) and (R)-2-methylpropane-2-sulfinamide (3.3 g, 26.9 mmol) in DCM (50 ml) at 0° C., was drop wise added Ti(O-iPr)4 (5.9 g, 24.8 mmol) under N2 atmosphere. After stirring for 20 h at room temperature, the reaction mixture was poured into water (100 mL) with vigorous stirring. The precipitate was filtered off and the filtrate was extracted with DCM (2×100 mL). The combined organic layers were washed with brine (100 mL), dried over anhydrous MgSO4, and then concentrated. The residue was purified by silica gel chromatography (PE/EtOAc=5/1 to 2/1) to give the title compound (5.5 g, yield: 78%); m/z (ES+): 346 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181259B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-caa00409ed9645ba9105b88cc2b41a18 |
| Source note | uspto-grants-2015_11 |