Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 70983445 | HCID 70983445 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86716490 | HCID 86716490 | — |
Reaction Steps
584 mg (2.315 mmol) of the compound prepared in Example 6A were added to 125 mg (2.315 mmol) of sodium methoxide in methanol (10 ml), and the mixture was stirred at 20° C. for 16 hours. 148 mg (2.778 mmol) of ammonium chloride and acetic acid (0.517 ml) were then added, and the mixture was heated at reflux for 8 h. The mixture was then concentrated to dryness, the residue was taken up in water and ethyl acetate and 1 N aqueous sodium hydroxide solution was added. The phases were separated and the aqueous phase was extracted twice with ethyl acetate. The combined organic phases were dried over sodium sulfate, filtered, concentrated and then dried under high vacuum. This gave 543 mg of the target compound (71% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150580B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-daf04a1e4cc84db88e013120f4046eec |
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| Source note | uspto-grants-2015_10 |
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