Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Methyl 5-amino-4'-methylbiphenyl-3-carboxylate | HCID 57850917 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59627529 | HCID 59627529 | — |
Reaction Steps
Acetic anhydride (11.0 g, 108 mmol) was added to THF (15 mL) followed by addition of formic acid (5.09 g, 133 mmol). The mixture was heated to 65° C. for 2.5 hours, then cooled to room temperature. 5-Amino-4′-methyl-biphenyl-3-carboxylic acid methyl ester (5.0 g, 21 mmol) was added, and the reaction mixture was stirred for three hours at 70° C., then cooled to room temperature. The reaction mixture was diluted with water and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure to give 5-formylamino-4′-methyl-biphenyl-3-carboxylic acid methyl ester, which was used directly in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08895589B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-86248ca9eddc4a50bbafeaba85e5399c |
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| Source note | uspto-grants-2014_11 |
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