HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 23076542, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 23076519 | HCID 23076519 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23076542 | HCID 23076542 | 78.4% |
Reaction Steps
To a solution of 3-methoxy-4-{[5-methyl-2-(3-nitrophenyl)-1,3-oxazol-4-yl]methoxy}benzaldehyde (7.51 g) in tetrahydrofuran (100 mL)-ethanol (15 mL) was gradually added sodium borohydride (397 mg) at 0° C. After stirring at room temperature for 6 hrs, water was added to the reaction mixture, 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 (3-methoxy-4-{[5-methyl-2-(3-nitrophenyl)-1,3-oxazol-4-yl]methoxy}phenyl)methanol as colorless crystals (5.92 g, yield 78%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 134-135° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07368578B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-1ad56352777b4051a6f65d44fbdf72ed |
| Source note | uspto-grants-2008_05 |