Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Amino-4-methylphenol | HCID 7264 | — |
| Reactant | Acryloyl chloride | HCID 13140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19026965 | HCID 19026965 | — |
Reaction Steps
To a solution of 2-amino-4-methylphenol (5 g, 40.6 mmol) and pyridine (5 ml, 62 mmol) in methylene chloride (70 ml) was added dropwise a solution of acryloyl chloride (4 ml, 50 mmol) in methylene chloride (30 ml) under ice-cooling. The reaction mixture was stirred at 0° C. for 2 hours. To the reaction mixture was added water, and the mixture was stirred at room temperature for 30 minutes, extracted with methylene chloride, washed with a saturated aqueous solution of sodium hydrogencarbonate and saturated brine and dried over anhydrous magnesium sulfate. The solvent was distilled off, and thus obtained brown oil was purified by column chromatography on silica gel to give a pale yellow prismatic crystals. Yield 1.55 g (22%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05308840 |
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| Source dataset | uspto-grants-1994_05 |
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| ORD ID | ord-93e36a3f93d645b086393a8f61617ea4 |
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| Source note | uspto-grants-1994_05 |
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