HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(Benzyloxy)cyclohexane-1-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | HCID 71239712 | HCID 71239712 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(Benzyloxy)cyclohexane-1-carbonitrile | HCID 46780770 | 97.5% |
Reaction Steps
To a suspension of 4-(benzyloxy)cyclohexanecarboxamide (2.33 g, 10 mmol, 1.0 equiv) in THF (dry, 50 mL) was added trifluoroacetic anhydride (4.16 mL, 30 mmol, 3.0 equiv) dropwise at room temperature. The resulting clear solution was stirred at room temperature for 30 min and then concentrated to give the residue. H2O (50 mL) was added. The aqueous phase was extracted with MTBE (3×50 mL). The combined organic solution was washed with brine (50 mL), dried over anhydrous Na2SO4, concentrated to give 2.1 g (yield 97%) of 4-(benzyloxy)cyclohexanecarbonitrile as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09226923B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-5e14e4a929f846929471cfb5ccb6d7da |
| Source note | uspto-grants-2016_01 |