Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Aminophenol | HCID 5801 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-1-methylpyridinium iodide | HCID 167069 | — |
| Reactant | HCID 53972623 | HCID 53972623 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 70431425 | HCID 70431425 | 12.4% |
Reaction Steps
To a solution of 1.21 g (3.40 mmol) of 3-{3,4-di-(β-methoxyethoxymethoxy)phenyl}-2-propenic acid in dry acetonitrile (30 ml) were added in an argon atmosphere 1.73 g (6.76 mmol) of 2-chloro-1-methylpyridinium iodide and 2.40 ml (17.2 mmol) of triethylamine and 799 mg (7.32 mmol) of o-aminophenol, successively. The mixture was reacted at room temperature for 60 hours, followed by addition of water. The mixture was extracted with ethyl acetate, and the organic layer was successively washed with 1N-aqueous hydrochloric acid, water, aqueous solution of sodium carbonate and water. The organic layer was concentrated under reduced pressure, and the residue thus obtained was subjected to silica gel column chromatography. There was obtained 188 mg (0.420 mmol) of N-[3-{3,4-di(β-methoxyethoxymethoxy)phenyl}-2-propenoyl]-o-aminophenol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04673684 |
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| Source dataset | uspto-grants-1987_06 |
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| ORD ID | ord-114eb47e913146beb53eee323bf2caaf |
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| Source note | uspto-grants-1987_06 |
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