Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyldimethylsilyl trifluoromethanesulphonate | HCID 123564 | — |
| Reactant | HCID 178515595 | HCID 178515595 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178455339 | HCID 178455339 | 81% |
Reaction Steps
Dissolve 3-(2,4-dichloro-benzyl)-1-(cis-4-hydroxy-cyclohexyl)-pyrrolidin-2-one (0.5 g, 1.46 mmol) in dichloromethane (15 mL), cool to 0° C., and add triethylamine (0.26 mL, 1.90 mmol) and t-butyldimethylsilyl trifluoromethanesulfonate (0.40 mL, 1.75 mmol). After 16 h, wash the mixture with 1 N HCl, saturated aqueous NaHCO3 and brine, dry over Na2SO4 and evaporate the solvent. Purify the residue by column chromatography on silica gel (eluting 0% to 40% ethyl acetate in hexanes) to give the desired intermediate (0.54 g, 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07713979B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-64deb78c3ceb425cbef3781b10956800 |
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| Source note | uspto-grants-2010_05 |
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