HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic anhydride → HCID 67064808, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | Diazabicyclo[5.4.0]undec-7-ene | HCID 9834010 | — |
| Reactant | HCID 67064815 | HCID 67064815 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67064808 | HCID 67064808 | — |
Reaction Steps
The 3-hydroxy-2-(2,4,4-trimethylcyclopentyl)propanenitrile is placed in dichloromethane at 10° C. under an inert atmosphere. 2.2 eq. of DBU (diazabicyclo[5.4.0]undec-7-ene) and a few crystals of DMAP (4-dimethylaminopyridine) are added thereto, followed, dropwise, by 1.2 eq. of trifluoro-acetic anhydride. The reaction medium is stirred at ambient temperature overnight and is then poured onto water. The aqueous phase is extracted once with dichloromethane. The combined organic phases are washed with water. After drying over magnesium sulfate, filtering through paper and evaporating the solvent, the crude product, obtained in the form of two diastereomers in proportions of 70:30, is distilled under reduced pressure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592360B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-d3a0c6cee23f45ef9913ec7d428766f6 |
| Source note | uspto-grants-2013_11 |