Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 3,5-diaminobenzoate | HCID 7010431 | — |
| Reactant | 2-Decyltetradecanoyl chloride | HCID 53944546 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67065126 | HCID 67065126 | — |
Reaction Steps
Methyl 3,5-diaminobenzoate (260.8 mg, 1.9 mmol) is dissolved in dry tetrahydrofuran (5 mL) in a 100 mL vessel under an inert atmosphere. Triethylamine (0.7 mL, 4.99 mmol) is then added and the solution is cooled to 0° C. A solution of 2-decyltetradecanoyl chloride from Step I in dry tetrahydrofuran (10 mL) is then added slowly, dropwise. The reaction is then allowed to slowly warm to room temperature. After stirring overnight, the reaction is quenched with water and the tetrahydrofuran is removed by rotary evaporation. The crude product residue is then dissolved in diethyl ether (50 mL) and is washed with deionized water (20 mL). The ether layer is separated and concentrated to give methyl 3,5-bis(2′-decyltetradecanamido)benzoate as a pale pink solid (1.17 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08703988B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-065c4535797944648e67e4e9163dfae9 |
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| Source note | uspto-grants-2014_04 |
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