HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 69217028, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 86605742 | HCID 86605742 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69217028 | HCID 69217028 | 96% |
Reaction Steps
To a solution of 3-{4-[(4-formyl-2-methoxyphenoxy)methyl]-5-methyl-1,3-oxazol-2-yl}benzonitrile (20.0 g) in tetrahydrofuran (300 mL)-ethanol (30 mL) was gradually added sodium borohydride (1.09 g) at 0° C. After stirring at room temperature for 1 hr, 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-{4-[(4-hydroxymethyl-2-methoxyphenoxy)methyl]-5-methyl-1,3-oxazol-2-yl}benzonitrile as colorless crystals (19.2 g, yield 96%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 113-115° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07368578B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-17f1f0e3b6284663ad2ba98a9e508fc0 |
| Source note | uspto-grants-2008_05 |