HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 5-(2,2,2-Trifluoroethoxy)pyrazine-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 5-(2,2,2-trifluoroethoxy)pyrazine-2-carboxylate | HCID 57827340 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-(2,2,2-Trifluoroethoxy)pyrazine-2-carboxylic acid | HCID 57827692 | — |
Reaction Steps
A 5 N sodium hydroxide solution (3 mL) and ethanol (3 mL) were added to a solution of methyl 5-(2,2,2-trifluoroethoxy)pyrazine-2-carboxylate obtained in Preparation Example 50-(1) (197 mg) in THF (5 mL), and the mixture was heated under reflux for 15 minutes. After returning to room temperature, water and ethyl acetate were added and the aqueous layer was separated. The aqueous layer was adjusted to pH 1 with hydrochloric acid, and ethyl acetate was added to the aqueous layer. The organic layer was separated and dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure to obtain the title compound (87 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946210B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-c3ee4681a00740f7aa26966669ba97b2 |
| Source note | uspto-grants-2015_02 |