HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 86605720, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 86605719 | HCID 86605719 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86605720 | HCID 86605720 | 87% |
Reaction Steps
To a solution of 3-{4-[(4-formyl-2-methoxyphenoxy)methyl]-5-methyl-1,3-oxazol-2-yl}phenyl methanesulfonate (3.0 g) in tetrahydrofuran (50 mL)-ethanol (10 mL) was gradually added sodium borohydride (0.38 g) at room temperature. After stirring the reaction mixture at room temperature for 1 hr, water was added, and the mixture was extracted with ethyl acetate. The ethyl acetate 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}phenyl methanesulfonate as colorless crystals. Recrystallization from ethyl acetate-hexane gave colorless prism crystals. (2.62 g, yield 87%). melting point: 140-141° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07368578B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-9bf5bf09869f4b1791dd29676e329b67 |
| Source note | uspto-grants-2008_05 |