HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Diphenyl-2-propanone → 3,5-diphenyl-4H-pyran-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Diphenyl-2-propanone | HCID 7593 | — |
| Reactant | Ethyl formate | HCID 8025 | — |
| Reactant | Disodium | HCID 141233 | — |
| Reactant | 3,4-Pentadien-2-one | HCID 10931367 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 1,5-Dihydroxy-2,4-diphenyl-1,4-pentadien-3-one | HCID 70583784 | — |
| Product | 3,5-diphenyl-4H-pyran-4-one | HCID 282189 | — |
Reaction Steps
Benary and Bitter, Ber. 61, 1058 (1928) taught the synthesis of an intermediate disodium salt of 1,5-dihydroxy-2,4-diphenyl-1,4-pentadien-3-one by the condensation of 1,3-diphenyl-2-propanone with ethyl formate in the presence of sodium methoxide. The intermediate pentadienone is neutralized with strong acid to form 3,5-diphenyl-4-pyrone. Reaction of the pyrone with ammonium acetate at an elevated temperature produces 3,5-diphenyl-4(1H)-pyridinone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04065290 |
| Source dataset | uspto-grants-1977_12 |
| ORD ID | ord-fb6b1afe2c864e338ac79da0569931d5 |
| Source note | uspto-grants-1977_12 |