Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-Methylbenzoyl Chloride | HCID 13405 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | p-Aminophenylacetic acid ethyl ester | HCID 225219 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 20154474 | HCID 20154474 | 72.5% |
Reaction Steps
10 g of ethyl 4-aminophenylacetate was dissolved in 120 ml of benzene and to this was further added 25 ml of water. To this solution were added dropwise a solution of 8.6 g of p-toluoyl chloride dissolved in 20 ml of benzene and a solution of 2.4 g of 93% NaOH dissolved in 25 ml of water simultaneously under stirring over 15 minutes. After completion of the dropwise addition, the solution was stirred for 3 hours and allowed to stand overnight. After adding 200 ml of ethyl acetate, the oil layer was separated, washed with 1N-HCl solution and with a saturated solution of sodium chloride, and dried over anhydrous sodium sulfate. After distilling off the solvent, the residue was recrystallized from benzene-n-hexane to give 12 g of ethyl 4-(4-methylbenzoylamino)phenylacetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04720506 |
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| Source dataset | uspto-grants-1988_01 |
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| ORD ID | ord-9ca9d2f6630e4295a16529e2cbb4f54a |
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| Source note | uspto-grants-1988_01 |
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