HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 178470115, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | dicyclopropylmethanethione | HCID 638319 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | 1-Tert-butyl 4-ethyl piperidine-1,4-dicarboxylate | HCID 2758812 | — |
| Product | HCID 178470115 | HCID 178470115 | 96% |
Reaction Steps
To a stirred solution of ethyl N-(t-butoxycarbonyl)isonipecotate (1.06 g, 4.12 mmol) in THF (8 mL) at −78° C. was added LDA (1.5M, 2.75 mL, 4.12 mmol) dropwise, and the mixture was stirred for 30 minutes before addition of a solution of dicyclopropylthioketone (415 mg, 3.30 mmol) in THF (1 mL). After the addition, the reaction mixture was warmed to room temperature over 2 hours, quenched with satd aq NH4Cl, and extracted with EtOAc. The combined organic extracts were dried over Na2SO4, filtered, and concentrated to afford the title compound as a viscous oil (1.53 g, 96%), which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06297260B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-96908c0c68514d30833064cddde9ed82 |
| Source note | uspto-grants-2001_10 |