HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene → Methyl 2-chloro-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene | HCID 6325 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | Sodium Hypochlorite | HCID 23665760 | — |
| Reactant | Methyl 2-chloro-3-hydroxyiminomethyl-4-methylsulfonylbenzoate | HCID 86584467 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 2-chloro-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoate | HCID 22114925 | 2,525.3% |
Reaction Steps
At 15-20° C., ethylene is introduced into a solution of 158.0 g (0.54 mol) of methyl 2-chloro-3-hydroxyiminomethyl-4-methylsulfonylbenzoate and 1 l of dichloromethane for 30 minutes. After the addition of 1.6 g of sodium acetate, 454 ml of sodium hypochlorite solution were added dropwise at 10° C., while simultaneously introducing ethylene. Subsequently, ethylene was introduced at 10° C. for a further 15 minutes. The mixture was stirred for 12 hours, the phases were separated and the organic phase was washed with water, dried and concentrated. 156.5 g (90% of theory) of methyl 2-chloro-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoate were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06165944 |
| Source dataset | uspto-grants-2000_12 |
| ORD ID | ord-47297133973d414e88c986553dc044a8 |
| Source note | uspto-grants-2000_12 |