HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2-(4'-Methoxyphenyl)-4-phenyl-3-oxobutyronitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | Ccris 2231 | HCID 92853 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 2-Methoxyethanol | HCID 8019 | — |
| Product | 2-(4'-Methoxyphenyl)-4-phenyl-3-oxobutyronitrile | HCID 19937694 | 75.6% |
Reaction Steps
Step B Add KCN (11.27 g, 0.173 mol) in water (25 mL) to a 100° C. solution of 4'-methoxychalcone (27.51 g 0.115 mol) and HOAc (7.5 mL, 0.128 mol) in 2-methoxyethanol (200 mL). The reaction is complete in <10 min. Cool the resulting solution to room temperature and pour into a mixture of ice and water (1 L). Extract the mixture with EtOAc. Combine the organic extracts, wash with water and brine, dry over Na2SO4, filter and concentrate in vacuo. Recrystallize the resulting solid from CH2Cl2 /MeOH to provide 23.07 g (75%) of 2-(4'-methoxyphenyl)-4-phenyl-3-oxobutyronitrile, mp 115°-116° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05416118 |
| Source dataset | uspto-grants-1995_05 |
| ORD ID | ord-80cfb567e35140a99d228d1fb5cf0eaf |
| Source note | uspto-grants-1995_05 |