HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(5-(Benzyloxy)-2-methylphenyl)-5-(carboxymethyl)-4,5-dihydro-1,2-oxazole-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 3-(5-(benzyloxy)-2-methylphenyl)-5-(2-methoxy-2-oxoethyl)-4,5-dihydro-1,2-oxazole-5-carboxylate | HCID 118292791 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-(5-(Benzyloxy)-2-methylphenyl)-5-(carboxymethyl)-4,5-dihydro-1,2-oxazole-5-carboxylic acid | HCID 118292750 | 99.7% |
Reaction Steps
A mixture of methyl 3-(5-(benzyloxy)-2-methylphenyl)-5-(2-methoxy-2-oxoethyl)-4,5-dihydro-1,2-oxazole-5-carboxylate (6.80 g), THF (70 mL), methanol (70 mL), and a 1 M aqueous sodium hydroxide solution (70 mL) was stirred at room temperature for 30 minutes. The reaction mixture was rendered acidic using 6 M hydrochloric acid at 0 C, followed by extraction with ethyl acetate. The extract was washed with water and saturated saline and dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure to obtain the title compound (6.30 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428470B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-c1ba81a50b5f4226a7627654b6714a25 |
| Source note | uspto-grants-2016_08 |