Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86626121 | HCID 86626121 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 16225216 | HCID 16225216 | 86% |
Reaction Steps
3.3 mL (3.3 mmol) of aqueous 1 N sodium hydroxide solution are added to a solution of 1 g (2.2 mmol) of methyl (Z)-3-[3′-(3-heptyl-1-methylureido)biphenyl-4-yl]-2-methoxyacrylate in 16 mL of tetrahydrofuran. The reaction medium is heated at 68° C. and stirred for 4 hours. The reaction medium is acidified with 3.5 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 a hot heptane/ethyl acetate mixture. 800 mg (86%) of (Z)-3-[3′-(3-heptyl-1-methylureido)biphenyl-4-yl]-2-methoxyacrylic acid are obtained in the form of a white solid with a melting point of 114° 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-4c8e84ec18d547c2b5e4af6671900218 |
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| Source note | uspto-grants-2013_02 |
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