HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 12784661, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 21921950 | HCID 21921950 | — |
| Solvent | Diethylene Glycol Monomethyl Ether | HCID 8134 | — |
| Product | HCID 12784661 | HCID 12784661 | 75% |
Reaction Steps
To a solution of 5-chloro-2-(3,5-dimethyl-piperidin-1-yl)-benzonitrile (1.05 g, 4.220 mmol) in Diethylene glycol monomethyl ether (2.50 mL) was added KOH (0.947 g, 16.883 mmol) and water (0.750 ml). The reaction was heated at 130–135° C. overnight. Upon cooling to rt, water and ethyl acetate was added the organic layer was discarded and the aqueous layer is acidified to pH˜6–7. The aqueous layer was then extracted with ethyl acetate three times. The combined organic layer was washed with water, brine, dried (Na2SO4), and concentrated to give required 5-chloro-2-(3,5-dimethyl-piperidin-1-yl)-benzoic acid (0.850 g, 75%) as an off white solid. LCMS 268(M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07122580B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-a54655f185304b79865e4fa42f1afc4f |
| Source note | uspto-grants-2006_10 |