HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → 1-(4-Hydroxyphenyl)-3-(4-chlorophenyl)-2-phenyl-2-propen-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | 4-Chlorobenzaldehyde | HCID 7726 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Benzyl 4-hydroxyphenyl ketone | HCID 75607 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(4-Hydroxyphenyl)-3-(4-chlorophenyl)-2-phenyl-2-propen-1-one | HCID 267724 | 34% |
Reaction Steps
9.4 g (0.0443 mole) of 1-(4-hydroxyphenyl)-2-phenylethanone, 6.23 g (0.0443 mole) of 4-chlorobenzaldehyde and 3.53 g (0.0415 mole) of piperidine in 19.3 ml of methanol was stirred at 35° and then kept overnight. It was worked up as under Example IA to give 14.5 g (83%) of crude product. 14 g (0.0333 mole) of the crude phenol was mixed with 140 ml of glacial acetic acid and refluxed for 4 hours. Work up as under Example IB followed by recrystallization from methanol gave 3.7 g (34%) of pure product, m.p. 179°-181°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04016223 |
| Source dataset | uspto-grants-1977_04 |
| ORD ID | ord-becafc4f52684541a0245eaa0149a493 |
| Source note | uspto-grants-1977_04 |