Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | Benzoyl chloride, 3,4,5-trimethoxy- | HCID 78282 | — |
| Edukt | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | N,3,4,5-tetramethoxy-N-methyl-Benzamide | HCID 267535 | 97,9% |
Reaktionsschritte
Dissolve 3,4,5-trimethoxybenzoyl chloride (2.3 g, 10 mmol) and N,O-dimethylhydroxylamine hydrochloride (1.10 g, 11 mmol) in ethanol-free chloroform at room temperature. Cool the solution to 0° C. and add pyridine (1.85 g, 22 mmol). Stir at ambient temperature for 1 hour and evaporate the solvent in vacuo. Partition the residue between aqueous sodium chloride and a 1:1 mixture of ethyl ether and methylene chloride. Separate the organic phase, dry (Na2SO4), and evaporate the solvent in vacuo to yield an oil. Filter the oil through silica gel eluting with 65% ethyl acetate/hexane to yield 2.5 g of N-methoxy-N-methyl-(3,4,5-trimethoxy)benzamide.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05248825 |
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| Quelldatensatz | uspto-grants-1993_09 |
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| ORD ID | ord-b6c9f2f23d2345ee9bd3354a56c32325 |
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| Quellennotiz | uspto-grants-1993_09 |
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