Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 4-Bromo-2-chlorophenol | HCID 19859 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 67342196 | HCID 67342196 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67343100 | HCID 67343100 | — |
Reaction Steps
0.15 g of 4-bromo-2-chlorophenol, 0.18 g of sodium hydrogen carbonate, 0.6 mL of ethanol, 0.3 mL of water and 42 mg of tetrakis(triphenylphosphine) palladium(0) were added to 2.1 mL of toluene solution containing 0.37 g of tert-butyl 2-(benzamido)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate at room temperature, and the resulting mixture was heated to reflux for 4 hours. Toluene and a saturated sodium hydrogen carbonate aqueous solution were added after the reaction mixture was cooled to room temperature. The organic layer was separated and ethyl acetate was added after washed with a saturated sodium chloride aqueous solution and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. Hexane was added to the obtained residue and a solid substance was separated by filtration to obtain tert-butyl 2-(benzamido)-4-(3-chloro-4-hydroxyphenyl)benzoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07999132B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-e4cc7abcc9354b6b867ad613b2a57ccb |
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| Source note | uspto-grants-2011_08 |
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