HuagongsheHuagongshe Chemistry Print Report · For research reference only
Malonic Acid → 4-(Allyloxycarbonyl)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Malonic Acid | HCID 867 | — |
| Reactant | 3,3-Diethyl-2,4-piperidinedione | HCID 6465 | — |
| Reactant | Allyl 4-formylbenzoate | HCID 18381245 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 4-(Allyloxycarbonyl)benzoic acid | HCID 18349855 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
17.2 g (90.5 mmol) of allyl 4-formylbenzoate, 24 g (230 mmol) of malonic acid, 8 ml of piperidione and 100 ml of pyridine are introduced into a round-bottomed flask. The reaction medium is heated at 100° C. for six hours and then evaporated to dryness. The residue is taken up in water and dichloromethane and acidified to pH 1, and the organic phase is separated out after settling has taken place, dried over magnesium sulphate and evaporated. The solid obtained is triturated from hexane, filtered off and dried. 16.7 g (80%) of 4-allyloxycarbonylbenzoic acid, with a melting point of 205-6° C., are collected.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06326510B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-95b2db39e87e42c7b1797e56b2fe9160 |
| Source note | uspto-grants-2001_12 |