HuagongsheHuagongshe Chemistry Print Report · For research reference only
Di-tert-butyl dicarbonate → Tert-butyl (3-bromo-2-chloro-5-cyanophenyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | 3-Amino-5-bromo-4-chlorobenzonitrile | HCID 86708456 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl (3-bromo-2-chloro-5-cyanophenyl)carbamate | HCID 86708481 | 52.9% |
Reaction Steps
To a solution of 3-amino-5-bromo-4-chlorobenzonitrile (0.88 g, 3.80 mmol) in DCM (25 mL) was added TEA (1.590 mL, 11.41 mmol), BOC2O (1.059 mL, 4.56 mmol) and DMAP (0.464 g, 3.80 mmol). The mixture was stirred at RT for 16 h. The reaction mixture was concentrated, the crude product was purified using ISCO silica gel column (24 g, EtOAc/hexane=0-30%) to give 0.667 g of tert-butyl 3-bromo-2-chloro-5-cyanophenylcarbamate as white solid
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08940736B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-a439a39058bc444686e10e242765d182 |
| Source note | uspto-grants-2015_01 |