Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | O-Methyltyramine | HCID 4657 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 12070499 | HCID 12070499 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | HCID 70227909 | HCID 70227909 | 91.8% |
Reaction Steps
Into 2 ml of dimethylformamide, 0.20 g (0.60 mmol) of (E)3-(2-amino-4-chlorophenyl)-2-methyl-2-propenoic acid p-nitrophenyl ester and 0.11 g (0.72 mmol) of 2-( 4-methoxyphenyl)ethylamine (manufactured by Wako Pure Chemical Industries, Ltd.) were dissolved, and the mixture was reacted for 20 hours at room temperature. After the completion of the reaction was verified by TLC, ethyl acetate and water were added thereto. The resulting ethyl acetate layer was fractionated, and was washed several times with a 5% aqueous sodium hydrogencarbonate solution and then with a saturated aqueous sodium chloride solution. The washed solution was dried with magnesium sulfate anhydride, and the solvent was evaporated under a reduced pressure. The crude product obtained here was refined by a silica gel column chromatography (developing solvent: methylene chloride/methanol=95/5), whereby 0.19 g of the aimed compound was obtained (yield: quantitative).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06229020B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-f55387573dcf4a62b8393b246aec4da1 |
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| Source note | uspto-grants-2001_05 |
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