HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methyl-1-(4-methylphenyl)propan-2-amine → Tert-butyl 2-(2-methyl-1-(p-tolyl)propan-2-yl)hydrazinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methyl-1-(4-methylphenyl)propan-2-amine | HCID 116487 | — |
| Reactant | Tert-butyl 3-(trichloromethyl)oxaziridine-2-carboxylate | HCID 11139943 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl 2-(2-methyl-1-(p-tolyl)propan-2-yl)hydrazinecarboxylate | HCID 86697472 | — |
Reaction Steps
2.40 g (14.7 mmol) of separately prepared 2-methyl-1-p-tolylpropan-2-amine was dissolved in 20 mL of methylene chloride, and 2.60 g (10.0 mmol) of separately prepared t-butyl 3-(trichloromethyl)-1,2-oxaziridine-2-carboxylate in 10 mL of methylene chloride was added under cooling with ice. The reaction solution was stirred under cooling with ice for 30 minutes and at room temperature for 1 hour, and the methylene chloride was removed under reduced pressure. The resulting residue was purified by silica gel column chromatography using hexane-ethyl acetate (100:0 to 0:100) as the eluent to give 1.61 g of the desired product as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09212348B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-35b28f433fc941029d8bc0acfb09a226 |
| Source note | uspto-grants-2015_12 |