HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178509717, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Adamantanone | HCID 64151 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | HCID 178509721 | HCID 178509721 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178509717 | HCID 178509717 | 99.1% |
Reaction Steps
5 g of 4-[1-(1,2,4-triazolyl)methyl]benzonitrile is dissolved in 100 ml of tetrahydrofuran and combined at -50° with 19.8 ml of 1.5-molar solution of lithium diisopropylamide in tetrahydrofuran, stirred for 0.5 hour, further stirred with 4.25 g of adamantanone for 1 hour at -70°, and heated to 25°. Then water is added, the mixture is extracted twice with ethyl acetate, washed neutral with water, dried over sodium sulfate, and concentrated to dryness under vacuum, yielding 9 g of crude 4-(2-hydroxyadamant-2-yl-1-(1,2,4-triazolyl)methyl]benzonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05280035 |
| Source dataset | uspto-grants-1994_01 |
| ORD ID | ord-865355ab6a0f439c97226ea698c75383 |
| Source note | uspto-grants-1994_01 |