Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 68006342 | HCID 68006342 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68006201 | HCID 68006201 | 86.1% |
Reaction Steps
To a tetrahydrofuran (48 ml) and water (24 ml) mixed solvent suspension of benzyl 2′-(3-tert-butoxy-2,2-dimethyl-3-oxopropoxy)-3-chlorobiphenyl-4-carboxylate (2.40 g) was added lithium hydroxide monohydrate (224 mg). After the reaction solution was stirred at 60° C. for 17 hours, lithium hydroxide monohydrate (112 mg) was further added, and stirred at 60° C. for 6 hours. Tetrahydrofuran (40 ml) was further added, and stirred at 60° C. for 1 hour. After the reaction solution was brought back to room temperature, an aqueous ammonium chloride solution and dichloromethane were added, and the solution was separated. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. Methanol was added to the resulting residue, and diluted with a large amount of water. The precipitated solid was collected by filtration and dried to afford 2′-(3-tert-butoxy-2,2-dimethyl-3-oxopropoxy)-3-chlorobiphenyl-4-carboxylic acid (1.69 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08729095B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-f11715dbcee144df86c6739f6f2fea4a |
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| Source note | uspto-grants-2014_05 |
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