HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-[1-Hydroxycyclohept-1-yl-1-(imidazolyl)methyl]benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cycloheptanone | HCID 10400 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | 4-(1-Imidazolylmethyl)benzonitrile | HCID 11148102 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-[1-Hydroxycyclohept-1-yl-1-(imidazolyl)methyl]benzonitrile | HCID 54473120 | 99.2% |
Reaction Steps
10 g of 4-[1-(imidazolyl)methyl]benzonitrile is dissolved in 270 ml of tetrahydrofuran and combined at -50° with 40 ml of 1.5-molar solution of lithium diisopropylamide in tetrahydrofuran, stirred for 0.5 hour at -60°, combined with 6.5 g of cycloheptanone, stirred further for 1 hour, and heated to 25°. Then water is added, the mixture is diluted with ethyl acetate, washed neutral with water, dried over sodium sulfate, and concentrated to dryness under vacuum, thus producing 16 g of crude 4-[1-hydroxycyclohept-1-yl-1-(imidazolyl)methyl]benzonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05280035 |
| Source dataset | uspto-grants-1994_01 |
| ORD ID | ord-093d9e05427b4d7198bd84b63a8372fb |
| Source note | uspto-grants-1994_01 |