HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032837Generated: October 25, 2026
Dimethylformamide → Methyl 2-(cyclohexen-3-yloxy)-4-acetylamino-5-chlorobenzoate
https://huagongshe.com/reaction/1032837
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromocyclohexene | HCID 137057 | — |
| Reactant | Methyl 4-acetamido-5-chloro-2-hydroxybenzoate | HCID 13329485 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 2-(cyclohexen-3-yloxy)-4-acetylamino-5-chlorobenzoate | HCID 14621154 | — |
Reaction Steps
A mixture of 2.5 g methyl 4-acetylamino-5-chlorosalicylate, 2 g of 3-bromocyclohexene, 2 g K2CO3 and 30 ml DMF are combined and heated at 110° C. overnight. The reaction mixture is then poured into water, filtered, dried and then extracted into ether. The ether solution is treated with charcoal, filtered and evaporated to dryness to obtain methyl 2-(cyclohexen-3-yloxy)-4-acetylamino-5-chlorobenzoate. This is then purified by recrystallization from ether/hexane. (M.P. 100°-102° C.)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04959485 |
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| Source dataset | uspto-grants-1990_09 |
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| ORD ID | ord-45d1f513037b4b2e80e67e25b6afe577 |
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| Source note | uspto-grants-1990_09 |
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