HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium diisopropylamide → HCID 178515677, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | Trifluoro-methanesulfonic acid 3,5-dichloro-4-methanesulfonyloxymethyl-phenyl ester | HCID 86634570 | — |
| Reactant | HCID 178516221 | HCID 178516221 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178515677 | HCID 178515677 | — |
Reaction Steps
To a solution of cis-1-(4-fluoro-cyclohexyl)-pyrrolidin-2-one (252 mg, 1.36 mmol) in 13 mL dry THF, add 1.09 mL of 2M LDA (1.2 eq.) in THF dropwise at −78° C. Then, add 821 mg of trifluoro-methanesulfonic acid 3,5-dichloro-4-methanesulfonyloxymethyl-phenyl ester (1.5 eq) at −78° C. Allow the resulting solution to stand at room temp for overnight. Quench the mixture with saturated aqueous NH4Cl and extract with CH2Cl2. Wash the organic layer with water, then brine, and dry over Na2SO4, filter and concentrate. Purify the crude material by chromatography to afford the title compound: mass spectrum (m/z): 358 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07998999B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-e18f44528d49485182e193b7ac87b18d |
| Source note | uspto-grants-2011_08 |