Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethanethiol | HCID 6343 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | HCID 131734658 | HCID 131734658 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89443894 | HCID 89443894 | 83.4% |
Reaction Steps
To a solution of 2-[2,4-difluoro-3-[[2-fluoro-3-(3-fluorophenyl)-5-methoxy-phenyl]methylamino]phenoxy]acetate (150 mg, 0.32 mmol, 1.0 eq) and AlCl3 (259 mg, 1.94 mmol, 6.0 eq) in CH2Cl2 (5 mL) at 0° C. was added ethanethiol (120 mg, 1.94 mmol, 6.0 eq). The reaction mixture was stirred at 0° C. for 3 h. The resulting mixture was poured into water and extracted with CH2Cl2. The organic extract was dried (Na2SO4), filtered and evaporated in vacuo and the residue purified by column chromatography (EtOAc:petroleum ether, 0:1 to 1:2) to give the title as a yellow oil (120 mg, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09249085B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-c40634898fcd42ec8e2bdb3b3011bacd |
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| Source note | uspto-grants-2016_02 |
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