HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 1-(3-Cyanophenyl)-2-hydroxy-2-[4-(methylthio)phenyl]-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 4-(Methylthio)benzaldehyde | HCID 76985 | — |
| Reactant | m-Formylbenzonitrile | HCID 90670 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(3-Cyanophenyl)-2-hydroxy-2-[4-(methylthio)phenyl]-ethanone | HCID 18463576 | 61% |
Reaction Steps
Sodium cyanide (3 mmol, 0.147 g) was added to a mixture of ethanol (30 ml), water (30 ml), 3-cyanobenzaldehyde (30 mmol, 3.93 g) and 4-(methylthio)benzaldehyde (30 mmol, 4.0 ml). The reaction was stirred at reflux 30 minutes, diluted with water (20 ml) and extracted with ethyl acetate (250 ml). The organic layer was separated, dried over magnesium sulfate, concentrated, and the residue purified by silica gel chromatography (2:1 hexane:ethyl acetate), affording the title compound as a solid (5.2, 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06426360B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-931871adcd0c47b69681659acaf9fdd5 |
| Source note | uspto-grants-2002_07 |