HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → tert-butyl N-(2-amino-2-phenylethyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | [2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester | HCID 57826431 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-butyl N-(2-amino-2-phenylethyl)carbamate | HCID 2771847 | 85.3% |
Reaction Steps
A solution of 1,1-dimethylethyl [2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2-phenylethyl]carbamate (2 g, 5.46 mmol) and either MeNH2 (40 wt % in H2O, 10 eq.) or NH2NH2 (10 eq.) in MeOH (0.5M, 10 mL) was heated to 60° C. in a sealed tube. After 12 h, the solution was concentrated and purified via column chromatography (silica-dry load, 2% MeOH in DCM (1% NH4OH)) affording the title compound (1.1 g, 85%) as a white solid: LC-MS (ES) m/z=237 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420690B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-e29347e586d74afa92a96b51a0e5d1b1 |
| Source note | uspto-grants-2013_04 |