HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → α-(Acetyloxy)-α-methylcyclopropaneacetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | alpha-Methyl-alpha-((trimethylsilyl)oxy)cyclopropaneacetonitrile | HCID 588006 | — |
| Catalyst | Scandium(III) triflate | HCID 2734571 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | α-(Acetyloxy)-α-methylcyclopropaneacetonitrile | HCID 21109722 | 87.5% |
Reaction Steps
To a well stirred and ice-cooled solution of 2-cyclopropyl-2-trimethylsilanyloxy-propionitrile (188.5 g, 1.03 mol) in acetonitrile (1000 mL) was added acetic anhydride (194 mL, 2.06 mol) and scandium trifluoromethanesulfonate (5 g, 10.3 mmol). The temperature rose to ˜10° C. and stirring was continued for 15′ at room temperature. The solvent was evaporated in vacuo and the residue was distilled to yield 138 g of the title compound as colorless liquid, bp: 84-86° C./6 mbar.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812028B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-44da853376c44d6888e74cd4968b5a08 |
| Source note | uspto-grants-2010_10 |