HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Tert-butyl 3-(3,4-difluorophenyl)-3-methoxypyrrolidin-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Tert-butyl 3-(3,4-difluorophenyl)-3-hydroxypyrrolidine-1-carboxylate | HCID 67405004 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Tert-butyl 3-(3,4-difluorophenyl)-3-methoxypyrrolidin-1-carboxylate | HCID 67402962 | 77% |
Reaction Steps
Preparation according to Preparation 2. Tert-butyl-3-(3,4-difluorophenyl)-3-hydroxypyrrolidin-1-carboxylate (3.3 g, 11 mmol) in dry tetrahydrofuran (50 mL), sodium hydride (60% dispersion in mineral oil, 0.66 g, 16.5 mmol), iodomethane (1.37 mL, 22 mmol). Purification by flash column chromatography on silica gel (ethyl acetate/isooctane, 1:9 to 1:1) gave the title compound (2.65 g, 77%). MS m/z (rel. intensity, 70 eV) 257 (17), 240 (14), 171 (13), 127 (15), 57 (bp).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673962B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-191b1c573302418f972eb9fbeae1f8ff |
| Source note | uspto-grants-2014_03 |