HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 21112788, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | HCID 21112786 | HCID 21112786 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21112788 | HCID 21112788 | — |
Reaction Steps
A solution of tert-butyl 4-(aminocarbonyl)tetrahydro-2H-pyran-4-yl-carbamate (C-25) and triethylamine (2.1 eq.) in dichloromethane was cooled to 0° C. and trifluoroacetic anhydride (1.1 eq.) was added dropwise under nitrogen. Stirring was continued for 1 hour allowing the mixture to reach room temperature. Volatiles were removed in vacuo and residue was taken up in ethyl acetate, washed with HCl 1N, brine and dried over Na2SO4. Evaporation gave a crude which was purified by flash chromatography on silica gel (eluent: petroleum ether: ethyl acetate=7:3) to give the title compound (C-26), colorless oil, as a 8:2 mixture of two rotamers by 1H NMR.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07459452B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-0451b53a1d9745cd8fe89a3a4edef370 |
| Source note | uspto-grants-2008_12 |