HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 66981144, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 86693760 | HCID 86693760 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66981144 | HCID 66981144 | 67.1% |
Reaction Steps
To a solution of (R)-benzyl 2-oxooxazolidine-5-carboxylate (25a) (0.1 g 0.312 mmol) in THF (2 mL), cooled to 0° C., Sodium hydride (13.9 mg, 0.37 mmol, 50% dispersion in mineral oil) was added and stirred for 60 min. MeI (0.048 g, 0.343 mmol) was added drop-wise to the reaction mixture, slowly warmed to room temperature and stirred for further 2 h. After completion (by TLC), the reaction mixture was poured into saturated NH4Cl solution (10 mL) and extracted with EtOAc (2×5 mL). The combined organic extracts were dried over Na2SO4 and concentrated under reduced pressure to provide the crude residue which was purified by column chromatography to afford 25b (0.070 g, 67%) as a brown syrup.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133182B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-1dd6b2d083a942c2a0852aefc59157d6 |
| Source note | uspto-grants-2015_09 |