HuagongsheHuagongshe Chemistry Print Report · For research reference only
Di-tert-butyl dicarbonate → Ethyl 3-(3-isocyanato-4-methoxyphenyl)-2-isopropoxypropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | Sulfuric acid acetonitrile | HCID 22284053 | — |
| Reactant | Ethyl 3-(3-amino-4-methoxyphenyl)-2-isopropoxypropanoate | HCID 22494286 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Ethyl 3-(3-isocyanato-4-methoxyphenyl)-2-isopropoxypropanoate | HCID 22927009 | 21.4% |
Reaction Steps
0.13 g of di-t-Butyl dicarbonate was dissolved in 2.5 ml of acetonitrile, and a solution containing 60 mg of 4-dimethylaminopyridine and 0.12 g of ethyl 3-(3-amino-4-methoxy-phenyl)-2-isopropoxypropanoate in acetonitrile were added thereto, and the mixture was stirred at room temperature for 10 minutes. The reaction solution was cooled in ice, and 0.73 ml of 40% sulfuric acid-acetonitrile solution was added and stirring was continued at room temperature for 2 minutes, then the mixture was extracted with hexane. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated, to give 28 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544835B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-842be2a921ee493d9c436fe1e01b24a0 |
| Source note | uspto-grants-2009_06 |