HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 6-[2-(2-Furyl)-5-methyl-4-oxazolylmethoxy]-3-pyridylmethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 6-[2-(2-Furyl)-5-methyl-4-oxazolylmethoxy]nicotinaldehyde | HCID 86591567 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-[2-(2-Furyl)-5-methyl-4-oxazolylmethoxy]-3-pyridylmethanol | HCID 68886410 | 92% |
Reaction Steps
Sodium borohydride (410 mg) was added to a mixture of 6-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]nicotinaldehyde (3.10 g), tetrahydrofuran (50 ml) and ethanol (50 mL) at room temperature, which was stirred at room temperature for 30 minutes. The reaction mixture was poured into water, which was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated to obtain 6-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]-3-pyridylmethanol (2.86 g, yield 92%) as colorless crystals. This was recrystallized from ethyl acetate-hexane. Melting point: 120–121° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07179823B1 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-8d84bfa1fc124ca2bbb0ab24ae5e332f |
| Source note | uspto-grants-2007_02 |