HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1Z)-2-(4-chlorophenyl)-N-hydroxy-2-oxoethanimidoyl chloride → 4-[3-(4-Chlorobenzoyl)isoxazol-5-yl]butan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1Z)-2-(4-chlorophenyl)-N-hydroxy-2-oxoethanimidoyl chloride | HCID 9614280 | — |
| Solvent | 5-Hexyn-1-ol | HCID 70234 | — |
| Product | 4-[3-(4-Chlorobenzoyl)isoxazol-5-yl]butan-1-ol | HCID 13537596 | 233.8% |
Reaction Steps
A solution of 12 g of 4-chlorophenylglyoxylohydroxamyl chloride in 30 g of 5-hexyn-1-ol was refluxed under N2 for 2.5 hours. Concentration of the product on a rotovapor under high vacuum gave 18 g of an oil. Purification by high pressure liquid chromatography with 5% ethyl acetate/CH2Cl2 used as a eluent yielded 12.0 g (78%) of an oil which solidified on standing, m.p. 48°-51°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04562187 |
| Source dataset | uspto-grants-1985_12 |
| ORD ID | ord-e48f038bb28b4cdf81179d4a2552a0ba |
| Source note | uspto-grants-1985_12 |