HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-[(1E)-3-Oxo-1-buten-1-yl]benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Cyanobenzaldehyde | HCID 66042 | — |
| Reactant | Dimethyl (2-oxopropyl)phosphonate | HCID 77872 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-[(1E)-3-Oxo-1-buten-1-yl]benzonitrile | HCID 11126721 | 72% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
A two necked flask was charged with 4-formyl-benzonitrile (20.0 g, 0.152 mol) and (2-oxo-propyl)-phosphonic acid dimethyl ester (30.4 g, 0.18 mol) and cooled down at 0° C. K2CO3 (42.16 g, 0.305 mol) in H2O (45 mL) was added dropwise. Stirring was continued over night at RT. The product was extracted with EtOAc, and the organic phase was dried over Na2SO4. Flash chromatography (SiO2, Heptane/EtOAc 1:1) afforded 18.7 g (72%) of the title compound as alight yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063075B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-5921cd4d12dc4d85b0d4d1f154104b40 |
| Source note | uspto-grants-2011_11 |