HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 66931798, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 3-(4-aminophenyl)acrylate | HCID 97826 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 66931798 | HCID 66931798 | 101% |
Reaction Steps
The acid chloride (12.778 g, 80 mmol, 1.4 equivalent) was suspended in DCM (200 mL) and ethyl 4-aminocinnamate (11.045 g, 57.7 mmol, 1 equivalent) was added. Pyridine (7.01 mL, 86.6 mmol, 1.5 equivalent) was added drop wise and the mixture was stirred for 3.5 h at room temperature. The reaction was then poured into a mixture of 1N NaOH (25 mL) and saturated aqueous NaHCO3 (100 mL) and extracted with EtOAc. The organic phase was washed with aqueous NaHCO3, water and brine, and dried over MgSO4. Removal of solvent under reduced pressure gave the title compound as a white solid (15.96 g, 101% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576079B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-0aaab51864084e2c82724b39529b5d2b |
| Source note | uspto-grants-2009_08 |