HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 4-(3-Methyl-5-phenyl-pentyloxycarbonyloxy)-undecanoic acid 2-naphthalen-2-yl-2-oxo-ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Hydroxy-undecanoic acid-2-naphthalen-2-yl-2-oxo-ethyl ester | HCID 21186824 | — |
| Reactant | 3-Methyl-5-phenyl-pentanol chloroformate | HCID 86757141 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(3-Methyl-5-phenyl-pentyloxycarbonyloxy)-undecanoic acid 2-naphthalen-2-yl-2-oxo-ethyl ester | HCID 54104338 | 88% |
Reaction Steps
To a solution of 4.00 g of 4-hydroxy-undecanoic acid-2-naphthalen-2-yl-2-oxo-ethyl ester and 1.71 g of pyridine in 20 ml of THF, a solution of 2.91 g of 3-methyl-5-phenyl-pentanol-chloroformate in 10 ml of THF was dropped in at 0° C. The mixture was stirred for 3 hours at room temperature. Then, the reaction mixture was quenched with water and extracted with ether. The organic phase was washed with 2N HCl, saturated sodium bicarbonate, and water. Then, the mixture was dried, filtered, and evaporated to dryness. The resulting yellow oil was purified by chromatography to yield 5.46 g of a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06258854B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-d7e18d01bfdf4e978b73d821399304bc |
| Source note | uspto-grants-2001_07 |