Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 1-Phenylcyclobutanecarbonitrile | HCID 84400 | — |
| Solvent | Ethylene Glycol | HCID 174 | — |
| Product | 1-Phenylcyclobutanecarboxylic acid | HCID 277171 | — |
Reaction Steps
Intermediate 60 (2.6 g, 16.54 mmol) was dissolved in ethyleneglycol and added potassium hydroxide (5.6 g, 99.2 mmol). This mixture was heated to 160° C. for 2 h. After two hours reaction mixture was cooled to rt and toluene and water were added. Aqueous layer separated and acidified with HCl and pH adjusted to 4. Aqueous layer extracted with ethyl acetate and ethyl acetate layer was dried on anhydrous sodium sulphate. Ethyl acetate removed on rotavapour to obtain the title compound (930 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921364B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-71aa019d0ba2401fabddd4773ae55d49 |
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| Source note | uspto-grants-2014_12 |
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