HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1Z)-2-(4-chlorophenyl)-N-hydroxy-2-oxoethanimidoyl chloride → 2-[3-(4-Chlorobenzoyl)isoxazol-5-yl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1Z)-2-(4-chlorophenyl)-N-hydroxy-2-oxoethanimidoyl chloride | HCID 9614280 | — |
| Solvent | 3-Butyn-1-OL | HCID 13566 | — |
| Product | 2-[3-(4-Chlorobenzoyl)isoxazol-5-yl)ethanol | HCID 13537593 | 245.5% |
Reaction Steps
A solution of 12 g of 4-chlorophenylglyoxylohydroxamyl chloride in 30 g of 3-butyn-1-ol was refluxed under N2 for 2.5 hours. Concentration of the product on a rotovapor under high vacuum gave 17 g of an oil. Purification by high pressure liquid chromatography with 5% ethyl acetate/CH2Cl2 yielded 11.8 g (85%) of an oil which solidified on standing, m.p. 59°-62°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04562187 |
| Source dataset | uspto-grants-1985_12 |
| ORD ID | ord-bfef0afafaa24a0ba08c094a7131d7e4 |
| Source note | uspto-grants-1985_12 |