Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 16224426 | HCID 16224426 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 16223525 | HCID 16223525 | 82% |
Reaction Steps
2.2 mL (2.2 mmol) of aqueous 1 N sodium hydroxide solution are added to a solution of 0.6 g (1.5 mmol) of methyl (Z)-3-[3′-(3-cyclohexyl-1-methylureido)biphenyl-4-yl]-2-methoxyacrylate in 12 mL of tetrahydrofuran. The reaction medium is heated at 68° C. and stirred for 4 hours. The reaction medium is acidified with 2.4 mL of 1 N acetic acid solution and extracted with ethyl acetate. The organic phase is washed with water, dried over magnesium sulfate, filtered and evaporated. The residue obtained is recrystallized from hot ethyl acetate. 500 mg (82%) of (Z)-3-[3′-(3-cyclohexyl-1-methylureido)biphenyl-4-yl]-2-methoxyacrylic acid are obtained in the form of a white solid with a melting point of 192° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08383652B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-fcc1475b85c44feba5ce37eb103e0f20 |
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| Source note | uspto-grants-2013_02 |
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