HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-(4-Fluorophenyl)-2-oxazolemethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 83383390 | HCID 83383390 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-(4-Fluorophenyl)-2-oxazolemethanol | HCID 43558727 | 79% |
Reaction Steps
NaBH4 (138 mg, 3.6 mmol) was added to a solution of 5-(4-fluorophenyl)-1,3-oxazole-2-carbaldehyde (0.58 g, 3.03 mmol) in methanol (10 ml). The mixture was stirred at room temperature for 2 hours, then poured into water (50 ml), extracted with DCM (30 ml), washed with brine (20 ml), dried over MgSO4 and concentrated in vacuo to afford 460 mg (79%) of the title compound: δH (360 MHz, CDCl3) 2.57 (1H, m), 4.79 (2H, d, J 5.5) 7.12 (2H, t, J 8.5), 7.24 (1H, s), 7.60-7.64 (2H, m); m/z (ES+) 194 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07452899B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-3518801224604c3c8acd940695d5e374 |
| Source note | uspto-grants-2008_11 |