HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466635Generated: November 1, 2026
Water → Methyl 5-chloro-2-(2-chloroethoxy)benzoate
https://huagongshe.com/reaction/1466635
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate) | HCID 6639 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzoic acid, 5-chloro-2-hydroxy-, methyl ester | HCID 77684 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 5-chloro-2-(2-chloroethoxy)benzoate | HCID 66846837 | 105.3% |
Reaction Steps
To a solution of methyl 5-chloro-2-hydroxybenzoate (54.06 g, 0.29 mol) in 300 mL of anhydrous DMF was added 2-chloroethyl 4-methylbenzenesulfonate (81.6 g, 0.35 mol) and Cs2CO3 (142 g, 0.44 mol). The mixture was stirred at 60-70° C. overnight, then water was added. A white solid precipitated from the solution, which was collected by filtration and coevaporated with toluene to afford 76.1 g (88%) of methyl 5-chloro-2-(2-chloroethoxy)benzoate. 1H NMR (400 MHz, CDCl3) δ: 7.76 (d, 1H), 7.40 (dd, 1H), 6.91 (d, 1H), 4.27 (t, 2H), 3.87 (s, 3H), 3.83 (t, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08999998B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-dae11b3cc81646f3bf42287feb01c6a4 |
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| Source note | uspto-grants-2015_04 |
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