Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Stearoyl chloride | HCID 8212 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 2-Amino-3-methoxybenzoic acid | HCID 255720 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21833011 | HCID 21833011 | 50% |
Reaction Steps
Triethylamine (5.30 ml) was added to a suspension of 2-amino-3-methoxybenzoic acid (3.00 g) in methylene chloride (30 ml). The mixture was cooled with ice and stearoyl chloride (5.44 g) was dropwise added thereto. The reaction mixture was stirred for 2.5 hours at room temperature and then cooled with ice. Then, triethylamine (2.80 ml) and ethyl chlorocarbonate (1.88 ml) were added to the reaction mixture successively. The reaction mixture was stirred for 1 hour at 0° C. and for 3 hours at room temperature successively, and then concentrated. The residue, with chloroform added thereto, was washed with water and saturated brine successively. The organic layer was dried over sodium sulfate anhydride and then concentrated. The residue was purified by silica gel column chromatography (silica gel 150 g, chloroform-hexane), thereby yielding 3.73 g of the aimed compound as colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05972929 |
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| Source dataset | uspto-grants-1999_10 |
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| ORD ID | ord-69d63fef178f4f0a812caa6b4567d3d6 |
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| Source note | uspto-grants-1999_10 |
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