HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbonic Acid → 4-Methylmorpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbonic Acid | HCID 767 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Methylmorpholine | HCID 7972 | — |
| Product | Diisopropylethylamine | HCID 81531 | — |
Reaction Steps
In step d1, the compound (XIX) is reacted with a reactive derivative of carbonic acid, such as phosgene, in solution in toluene, or 1,1-carbonyldiimidazole, in the presence of a base such as triethylamine, N,N-diisopropylethylamine or N-methylmorpholine, in a chlorinated solvent such as dichloromethane or 1,2-dichloroethane, or an ether such as tetrahydrofuran, and at a temperature between -70° C. and room temperature, to give a compound of the expected formula (II) in which E is an O-protecting group.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05780466 |
| Source dataset | uspto-grants-1998_07 |
| ORD ID | ord-b518d1731f09407296e0c9c58620cc90 |
| Source note | uspto-grants-1998_07 |