HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 1-[2-(1,3-Dioxolan-2-yl)-1,3-thiazol-5-yl]-2-methoxyethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 1-[2-(1,3-Dioxolan-2-yl)-1,3-thiazol-5-yl]-2-methoxyethanone | HCID 59331251 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-[2-(1,3-Dioxolan-2-yl)-1,3-thiazol-5-yl]-2-methoxyethanol | HCID 59331357 | 91.2% |
Reaction Steps
To a solution of 1-[2-(1,3-dioxolan-2-yl)-1,3-thiazol-5-yl]-2-methoxyethanone (2.00 g) in a mixed solvent of tetrahydrofuran (10 mL) and ethanol (10 mL) was slowly added sodium borohydride (0.18 g) at 0° C., and the mixture was stirred at room temperature for 30 min. 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, the title compound (1.84 g, yield 91%) was obtained as a colorless oil from a fraction eluted with ethyl acetate. MS: 232 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318746B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-96cd90606cdc48d8aa67f57257ef97c3 |
| Source note | uspto-grants-2012_11 |