HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5,6-dihydro-2H-thiopyran-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Methyl 5,6-dihydro-2H-thiopyran-3-carboxylate | HCID 10351950 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5,6-dihydro-2H-thiopyran-3-carboxylic acid | HCID 10240930 | — |
Reaction Steps
To a solution of methyl 5,6-dihydro-2H-thiopyran-3-carboxylate (1.0 g, 6.32 mmol) in 10:1 MeOH:THF (16.5 mL) was added lithium hydroxide (0.30 g, 13 mmol) in water (15 mL). The resulting mixture was stirred at ambient temperature for 4 hours. The reaction mixture was carefully acidified with 1N aqueous HCl, and extracted with EtOAc (3×). The combined organic extracts were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to afford the title compound. The residue was carried forward without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394282B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-923c220d7c074c7a8a8c7586d40c0824 |
| Source note | uspto-grants-2016_07 |