Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,3-Dimethoxybenzene | HCID 9025 | — |
| Reactant | 2-Methoxybenzoic acid | HCID 11370 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Oxalyl chloride | HCID 65578 | — |
| Product | HCID 15337437 | HCID 15337437 | 65.5% |
Reaction Steps
To a solution 2.0 g (13.14 mmol) of 2-methoxybenzoic acid in 60 ml of dry benzene, 5 ml oxalyl chloride was added under stirring at room temperature. After 2 hours, solvent and excess reagents were removed at reduced pressure. The residual 2-methoxybenzoyl chloride was dissolved in 80 ml of anhydrous ether, and then 1.8 g (13.03 mmol) of 1,3-dimethoxybenzene and 5.0 g of aluminum chloride were added. After stirred at room temperature for 8 hours, the resulting mixture was hydrolyzed by 500 ml of ice water containing 45 ml of concentrated HCl and then extracted with chloroform. The solvent was removed to give a crude product. After purified by column chromatography, 2.20 g (8.53 mmol) of a yellow oily product was obtained and the yield was 65%. The data of the physical properties of the compounds were measured and are listed below.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05495005 |
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| Source dataset | uspto-grants-1996_02 |
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| ORD ID | ord-1f621fc39abb431d92d5502cf6d9301f |
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| Source note | uspto-grants-1996_02 |
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