HuagongsheHuagongshe Chemistry Print Report · For research reference only
Octanoic Acid → 5-Octanoyl-2,2-dimethyl-1,3-dioxane-4,6-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Octanoic Acid | HCID 379 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 2,2-Dimethyl-1,3-dioxane-4,6-dione | HCID 16249 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Octanoyl-2,2-dimethyl-1,3-dioxane-4,6-dione | HCID 356703 | 95% |
Reaction Steps
N,N′-Dicyclohexylcarbodiimide (11 mmol) was added to a stirred solution of octanoic acid (10 mmol) and 4-dimethylaminopyridine (12 mmol) in dry dichloromethane (40 ml). The mixture was stirred at room temperature for 1 hour and Meldrum's acid (10 mmol) was added. The stirring was continued at room temperature overnight. The solvent was removed in vacuum and the residue redissolved in ethyl acetate and filtered. The filtrate was washed with 2 M HCl solution and dried over MgSO4. The solvent was rotary evaporated to obtain the title product as an oil in 95% yield and was used without purification in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07482362B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-aea69696d98a498a9eac4c2c44d1489d |
| Source note | uspto-grants-2009_01 |