HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methoxybenzylamine → HCID 86659867, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methoxybenzylamine | HCID 75452 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 1-Benzylindolin-5-ol | HCID 86659857 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 86659867 | HCID 86659867 | 68.3% |
Reaction Steps
To a solution of 1-benzylindolin-5-ol (15.0 mg, 66.6 μmol) in 0.50 mL of dry dichloromethane was added triphosgene (6.9 mg, 23 μmol) and N,N-diisopropylethylamine (14 μL, 82 μmol), successively. After the reaction mixture was stirred at room temperature for 10 min, 4-methoxybenzylamine (17 μL, 0.13 mmol) was added. After the reaction mixture was stirred at the same temperature for 30 min, the reaction mixture was diluted with hexane (1 mL) and 1 M HCl (2 mL). The organic layer was purified directly by silica gel column chromatography (eluting with hexane/ethyl acetate or chloroform/methanol) to obtain the title compound as a white solid (6.1 mg, 24%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08686024B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-3550046c49c54e6b897e262750302c98 |
| Source note | uspto-grants-2014_04 |