HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium sulfate decahydrate → (3-Chloro-4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}phenyl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium sulfate decahydrate | HCID 62649 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Ethyl 3-chloro-4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}benzoate | HCID 23076540 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (3-Chloro-4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}phenyl)methanol | HCID 23076380 | 91.5% |
Reaction Steps
To a solution of ethyl 3-chloro-4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}benzoate (9.50 g) in tetrahydrofuran (200 mL) was added lithium aluminum hydride (1.00 g) at 0° C. and the mixture was stirred at room temperature for 1 hr. Sodium sulfate decahydrate (8.47 g) was added to the reaction mixture, and the mixture was stirred at room temperature for 30 min. The reaction mixture was diluted with ethyl acetate and the precipitate was filtered off. The filtrate was concentrated to give (3-chloro-4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}phenyl)methanol as colorless crystals (7.68 g, yield 91%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 143-144° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07368578B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-b8cb694b8a464ee5abc3e1ec1af1309c |
| Source note | uspto-grants-2008_05 |