HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → [4-(1,3-Thiazol-2-yl)phenyl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 4-(1,3-Thiazol-2-yl)benzaldehyde | HCID 10535655 | — |
| Solvent | Water | HCID 962 | — |
| Product | [4-(1,3-Thiazol-2-yl)phenyl]methanol | HCID 24229487 | 94% |
Reaction Steps
To 4-(thiazol-2-yl)benzaldehyde (see JP 2001-519414A) (1.57 g, 8.30 mmol) were added ethanol (20 ml), tetrahydrofuran (0.46 ml), and then sodium borohydride (157 mg, 4.15 mmol), followed by stirring at room temperature for 1.5 hours. After completion of the reaction, water was added to the reaction solution, followed by extraction with ethyl acetate. The separated organic layer was dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (eluent; hexane:ethyl acetate=2:1→1:1 (V/V)), and fractions containing the desired compound were concentrated under reduced pressure to afford the title compound (1.49 g) as a white solid. (Yield: 94%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08685986B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-22af3ccd08ba4154aba665316c307938 |
| Source note | uspto-grants-2014_04 |