Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Chloride | HCID 7503 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Hydroxy-1,3,5-benzenetricarboxylic acid | HCID 23424032 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57572477 | HCID 57572477 | — |
Reaction Steps
Compound 13 (22.6 g, 0.1 mol), benzyl chloride (57 g, 0.46 mol) and anhydrous potassium carbonate (120 g, 0.87 mol) were mixed in dry DMF (500 mL). The mixture was heated at 75° C. while stirring under nitrogen overnight. TLC confirmed that the reaction was complete. The reaction mixture was cooled, filtered, and the filtrate was evaporated to remove the volatiles. The residue was dissolved in 1 L of recycling [?] methylene chloride and a silica gel plug was used to remove some impurities with low Rf. The fully benzyl-protected product was obtained as a thick, yellow oil after removing the solvent: raw yield 53 g (90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08551453B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-51a40e008c1745f58a07f42d6a361044 |
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| Source note | uspto-grants-2013_10 |
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