Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloromethyl Methyl Ether | HCID 7864 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86649769 | HCID 86649769 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86649768 | HCID 86649768 | — |
Reaction Steps
To a solution of 0.090 g of N-[2-chloro-4-[5-(3,4,5-trichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazole-3-yl]phenyl]methyl-2-mercaptoacetamide and 0.0446 g of ethyldiisopropylamine in 2 mL of dichloromethane, 0.0278 g of methoxymethyl chloride was added while stirring the solution at 0° C., and the resultant mixture was stirred at room temperature for 1 hour. After the completion of the reaction, 3 mL of water was added to the reaction mixture and the resultant mixture was extracted with chloroform (3 mL×2). The organic phase was dehydrated and dried over saturated saline and anhydrous sodium sulfate in this order and the solvent was distilled off under reduced pressure. The resultant residue was purified by preparative medium pressure liquid chromatography eluting with ethyl acetate-hexane (a gradient from 1:9 to 1:3) using a medium pressure preparative apparatus (trade name: YFLC-Wprep; manufactured by Yamazen Corporation) to obtain 0.0406 g of the objective substance as a colorless resinoid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08318757B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-fb0cd802bde841559ab707a4c407e276 |
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| Source note | uspto-grants-2012_11 |
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