HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 7-Chloro-3-(4-ethoxy-2-fluorophenyl)-6-methoxy-1,2-benzisoxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (NZ)-N-[(2,3-dichloro-4-methoxyphenyl)-(4-ethoxy-2-fluorophenyl)methylidene]hydroxylamine | HCID 13015701 | — |
| Reactant | Diethyl ether 2-butanone | HCID 19800284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-Chloro-3-(4-ethoxy-2-fluorophenyl)-6-methoxy-1,2-benzisoxazole | HCID 13015702 | — |
Reaction Steps
A solution of 23.3 g of Z-2,3-dichloro-4'-ethoxy-2'-fluoro-4-methoxybenzophenone oxime in 175 ml dimethylformamide is added to 1.85 g of sodium hydride in 35 ml of dimethylformamide. After stirring 30 min at room temperature, the reaction is worked up with water and 1:1 diethyl ether/2-butanone. Concentration of the dried organic phase, trituration of the product with hexane and recrystallization from toluene/hexane gives 7-chloro-3-(4-ethoxy-2-fluorophenyl)-6-methoxy-1,2-benzisoxazole, mp 151°-152° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04673746 |
| Source dataset | uspto-grants-1987_06 |
| ORD ID | ord-2c9e6838e1a544799c2a3e3da77b71e3 |
| Source note | uspto-grants-1987_06 |