Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Fluoro-4-hydroxybenzonitrile | HCID 2734675 | — |
| Reactant | 4-(2-Ethoxyethoxy)benzoyl chloride | HCID 13668410 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 13668411 | HCID 13668411 | 64% |
Reaction Steps
To a solution of 3-fluoro-4-cyanophenol (1.5 g, 11 mmols) dissolved in dry pyridine (5 cc) was added a solution of 4-(β-ethoxyethoxy)benzoic acid chloride (2.5 g, 11 mmols) dissolved in dry toluene (10 cc), followed by heating the mixture with stirring at 60° C. for 3 hours, thereafter adding it to water (100 cc), washing the resulting separated toluene layer with 6N-hydrochloric acid, 2N-NaOH aqueous solution and water, in this order, drying over anhydrous sodium sulfate, distilling off toluene from the toluene layer and recrystallizing the resulting oily residue from ethyl alcohol (10 cc) to obtain the objective 3-fluoro-4-cyanophenyl 4-(β-ethoxyethoxy)benzoate (2.1 g) (yield: 64%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04707296 |
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| Source dataset | uspto-grants-1987_11 |
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| ORD ID | ord-f179a9681a474257ad1a326846788485 |
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| Source note | uspto-grants-1987_11 |
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