HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-Thiazolecarboxaldehyde, 5-(2,2,2-trifluoro-1-hydroxyethyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 1-[2-(1,3-Dioxolan-2-yl)-1,3-thiazol-5-yl]-2,2,2-trifluoroethanol | HCID 59331301 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Thiazolecarboxaldehyde, 5-(2,2,2-trifluoro-1-hydroxyethyl)- | HCID 59331314 | 80% |
Reaction Steps
A mixture of 1-[2-(1,3-dioxolan-2-yl)-1,3-thiazol-5-yl]-2,2,2-trifluoroethanol (2.56 g), 1M hydrochloric acid (10 mL) and tetrahydrofuran (10 mL) was stirred with heating under reflux for 6 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The obtained residue was subjected to silica gel column chromatography, and the title compound (1.69 g, yield 80%) was obtained as colorless crystals from a fraction eluted with ethyl acetate-hexane (4:1, volume ratio). melting point 64-66° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318746B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-86427174221c443b97314867fd375ab7 |
| Source note | uspto-grants-2012_11 |