HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (3-Ethynyl-quinolin-6-yloxy)-metoxy-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methoxy-(3-trimethylsilanylethynyl-quinolin-6-yloxy)-acetic acid methyl ester | HCID 59565426 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (3-Ethynyl-quinolin-6-yloxy)-metoxy-acetic acid | HCID 59565329 | 77.2% |
Reaction Steps
To a solution of methoxy-(3-trimethylsilanylethynyl-quinolin-6-yloxy)-acetic acid methyl ester (1.99 g) in ethanol (14 mL) was added a solution of sodium hydroxide 2N (4 mL) at 0° C. The reaction mixture was stirred at room temperature for 1 hour. Ethyl acetate and water were added. The mixture was stirred. The two layers were separated. The aqueous layer was acidified at pH 1 with HCl 2N. Then it was extracted with ethyl acetate (twice). The organic layer was dried over sodium sulphate, filtered and concentrated under reduced pressure to give (3-ethynyl-quinolin-6-yloxy)-metoxy-acetic acid (1.15 g) as an orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415272B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-306f31706ec64ccca1802d314cdfb384 |
| Source note | uspto-grants-2013_04 |