HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylbenzylamine → HCID 12364327, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methylbenzylamine | HCID 7669 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Glycidyl tosylate, (R)- | HCID 154187 | — |
| Product | HCID 12364327 | HCID 12364327 | 64% |
Reaction Steps
Sodium hydride (60%, 88 mg) was suspended in tetrahydrofuran (5 ml) at room temperature under nitrogen atmosphere, and N-methylbenzylamine (0.284 ml) was added dropwise while stirring. After 1 hour, (2R)-glycidyl tosylate (457 mg) was added thereto and the reaction mixture was stirred overnight at room temperature, then at 50° C. for 7.5 hours. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine and dried over anhydrous sodium sulfate. The solvent was evaporated to give a residue, which was the purified by silica gel column chromatography (eluent; ethyl acetate) to provide the titled compound (225 mg, 64%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07531532B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-775796670e17412191fa2de65bfb7408 |
| Source note | uspto-grants-2009_05 |