HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → {3-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}benzyl)oxy]-1-phenyl-1H-pyrazol-4-yl}methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 3-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}benzyl)oxy]-1-phenyl-1H-pyrazole-4-carbaldehyde | HCID 86605779 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | {3-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}benzyl)oxy]-1-phenyl-1H-pyrazol-4-yl}methanol | HCID 69217031 | 94% |
Reaction Steps
To a solution of 3-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}benzyl)oxy]-1-phenyl-1H-pyrazole-4-carbaldehyde (0.50 g) in tetrahydrofuran (10 mL)-ethanol (5 mL) was gradually added sodium borohydride (0.040 g) at 0° C. After stirring at room temperature for 1 hr, water was added to the reaction mixture and the precipitated crystals were collected by filtration to give {3-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}benzyl)oxy]-1-phenyl-1H-pyrazol-4-yl}methanol as colorless crystals (0.47 g, yield 94%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 113-114° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07368578B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-2f28715a2fb74c3b8214dc7128550df2 |
| Source note | uspto-grants-2008_05 |