HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitrogen → 2-[5-(2-Methyl-[1,3]dioxolan-2-yl)-thiophen-2-ylmethyl]-oxazole-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-[5-(2-Methyl-[1,3]dioxolan-2-yl)-thiophen-2-ylmethyl]-oxazole-4-carboxylic acid methyl ester | HCID 67128554 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[5-(2-Methyl-[1,3]dioxolan-2-yl)-thiophen-2-ylmethyl]-oxazole-4-carboxylic acid | HCID 67128434 | — |
| Product | 2-(5-Acetyl-thiophen-2-ylmethyl)-oxazole-4-carboxylic acid | HCID 67128660 | — |
Reaction Steps
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 2-[5-(2-methyl-[1,3]dioxolan-2-yl)-thiophen-2-ylmethyl]-oxazole-4-carboxylic acid methyl ester (570 mg, 1.84 mmol) in THF (20 mL) was treated at rt with 1N NaOH (10 mL, 10.00 mmol) and the reaction mixture was stirred for 1 h at rt. The reaction mixture was poured in 1N HCl (20 mL) and extracted twice with EA (20 mL). The combined org. extracts were dried over MgSO4, filtered, and the solvent was removed under reduced pressure to give the title compound as a brown solid along with 2-[5-(2-methyl-[1,3]dioxolan-2-yl)-thiophen-2-ylmethyl]-oxazole-4-carboxylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08674111B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-9fde04796f5040dc9614d98e3771e782 |
| Source note | uspto-grants-2014_03 |