HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 4-[(3,7-Dimethyloct-6-en-1-yl)oxy]-4-oxobutanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Succinic anhydride | HCID 7922 | — |
| Reactant | Citronellol | HCID 8842 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-[(3,7-Dimethyloct-6-en-1-yl)oxy]-4-oxobutanoic acid | HCID 11172890 | 47.4% |
Reaction Steps
A solution of 30.0 g succinic anhydride, 46.9 g citronellol, 36.0 g pyridine and 2.2 g 4-dimethylaminopyridine in 300 ml of dichloromethane was refluxed for 22 hours. Then the solution was cooled, ether was added and the organic phase was washed with 2N HCl and water to neutrality, dried and evaporated to dryness. The residue was wipe-film distilled to yield 36.4 g of a colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06207857B1 |
| Source dataset | uspto-grants-2001_03 |
| ORD ID | ord-bb7f2fafb0a6460586b31042bffb6c86 |
| Source note | uspto-grants-2001_03 |