HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → Tetradecanoic Acid 1-(2-hex-3-enyloxycarbonyl-ethyl)-heptyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | Myristoyl chloride | HCID 66986 | — |
| Reactant | 4-Hydroxy-decanoic acid hex-3-enyl ester | HCID 54257424 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Tetradecanoic Acid 1-(2-hex-3-enyloxycarbonyl-ethyl)-heptyl Ester | HCID 53781700 | 92.5% |
Reaction Steps
To a mixture of 1.10 g of 4-hydroxy-decanoic acid hex-3-enyl ester, 0.64 g pyridine and 0.1 g dimethylaminopyridine in 5 ml tetrahydrofuran was slowly added a solution of 1.10 g myristoyl chloride in 5 ml tetrahydrofuran. The mixture was stirred for 16 hours at room temperature. Water was then added and the mixture extracted with ethyl acetate. The organic layer was washed with saturated sodium bicarbonate, 2N hydrochloric acid, water, dried over magnesium sulfate and evaporated to dryness. The residue was chromatographed on silica gel to give 1.81 g of a colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06437150B1 |
| Source dataset | uspto-grants-2002_08 |
| ORD ID | ord-cfd3a55a941f4de3bd2da2af4d10e533 |
| Source note | uspto-grants-2002_08 |