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
To a mixture of 6-[[2-(2-furyl)-5-methyl-4-oxazolyl]methoxy]nicotinaldehyde (3.10 g), tetrahydrofuran (50 ml) and ethanol (50 mL) was added sodium borohydride (0.41 g) at room temperature and the mixture was stirred at room temperature for 30 min. To the reaction mixture was added water and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated to give crystals (2.86 g, 92%) of [6-[[2-(2-furyl)-5-methyl-4-oxazolyl]methoxy]-3-pyridyl]methanol. Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 120-121° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07238716B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-1b2da914e29c4802b958a5f746c0c8de |
| Source note | uspto-grants-2007_07 |