HuagongsheHuagongshe Chemistry Print Report · For research reference only
Di-tert-butyl dicarbonate → Methyl 4-[2-dimethylaminoethyl-[tert-butoxycarbonyl]amino]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | Methyl 4-{[2-(dimethylamino)ethyl]amino}benzoate | HCID 57440398 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 4-[2-dimethylaminoethyl-[tert-butoxycarbonyl]amino]benzoate | HCID 57440397 | 74% |
Reaction Steps
Methyl 4-(2-[dimethylamino]ethylamino)benzoate (1.00 g, 4.50 mmol) was dissolved in THF (30 ml). (2-Methylpropan-2-yl)oxycarbonyl tert-butyl carbonate (1.035 g, 4.72 mmol) was added and the solution was refluxed for 3 h. The solvent was then evaporated, the residue was dissolved in DCM, washed with sat. aq. ammonium chloride solution, dried over sodium sulphate, filtered and evaporated to give methyl 4-[2-dimethylaminoethyl-[tert-butoxycarbonyl]amino]benzoate (1.07 g, 74%) as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08129391B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-cb8e09e58a5a4cc2bff4cd2a0ae92577 |
| Source note | uspto-grants-2012_03 |