Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,2,2-Trifluoroethanethiol | HCID 4133924 | — |
| Reactant | HCID 58372748 | HCID 58372748 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58372816 | HCID 58372816 | — |
Reaction Steps
To [3-(2-bromomethyl-4-nitro-phenoxy)-4-methoxy-phenyl]-acetic acid ethyl ester (2.0 g, 4.72 mmol) and 2,2,2-trifluoroethanethiol (0.46 mL, 5.18 mmol) in 1,4-dioxane (40 mL) at 0° C. was added sodium hydride (60% in mineral oil; 0.207 g, 5.18 mmol), and the reaction was stirred at 0° C. for 30 minutes. The mixture was partitioned between EtOAc and H2O. The aqueous layer was separated and acidified, and then extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered, and concentrated, and the residue was purified by silica gel chromatography to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08071807B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-437437dcd1954ad084b91b55819035a0 |
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| Source note | uspto-grants-2011_12 |
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