HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 3-{4-[2-(2-Cyclohexyl-5-methyl-oxazol-4-yl)-ethoxy]-3,5-dimethyl-phenyl}-2-isopropoxy-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-{4-[2-(2-Cyclohexyl-5-methyl-oxazol-4-yl)-ethoxy]-3,5-dimethyl-phenyl}-2-isopropoxy-propionic acid ethyl ester | HCID 69486816 | — |
| Solvent | Tetrahydrofuran ethanol | HCID 21873804 | — |
| Product | 3-{4-[2-(2-Cyclohexyl-5-methyl-oxazol-4-yl)-ethoxy]-3,5-dimethyl-phenyl}-2-isopropoxy-propionic acid | HCID 21949638 | 87.5% |
Reaction Steps
0.181 g of the above prepared 3-{4-[2-(2-cyclohexyl-5-methyl-oxazol-4-yl)-ethoxy]-3,5-dimethyl-phenyl}-2-isopropoxy-propionic acid ethyl ester (0.384 mmol) was dissolved in 6 ml of THF/EtOH=1/1, treated with 0.959 ml of 2N NaOH (5 eq.), and kept at ambient temperature for 14 h. The reaction mixture was then poured onto crashed ice/AcOEt/HCl dil., the aqueous phase reextracted once more with AcOEt, the combined organic layers washed with water, dried over magnesium sulfate, and evaporated to dryness. Boiling up in hexane, followed by decantation after cooling, yielded 0.149 g of the title compound as pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07109225B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-2236c16a700d4fa28a8e9e30544a3dc0 |
| Source note | uspto-grants-2006_09 |