Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | N-Methoxy-N-methyl-1H-indazole-3-carboxamide | HCID 16036867 | — |
| Edukt | HCID 178418573 | HCID 178418573 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 1-(1H-Indazol-3-yl)ethan-1-one | HCID 15684169 | — |
Reaktionsschritte
In a round-bottomed flask, 2.4 g of N-methoxy-N-methyl-1H-indazole-3-carboxamide are placed in 140 ml of tetrahydrofuran at 0° C. and under argon. 19 ml of methylmagnesium bromide (3M in ethyl ether) are added dropwise. The mixture is stirred for one hour at 0° C. and 20 h at ambient temperature. It is cooled to 0° C. and 80 ml of water and 40 ml of a saturated solution of ammonium chloride are added. The mixture is extracted with 40 ml of ethyl acetate. The organic phase is washed with 40 ml of a saturated solution of sodium chloride, dried over magnesium sulphate and then concentrated under reduced pressure. The residue is purified by silica gel chromatography, elution being carried out with a heptane/ethyl acetate mixture. 1.6 g of compound are obtained.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08088765B2 |
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| Quelldatensatz | uspto-grants-2012_01 |
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| ORD ID | ord-be03b3ea900a4de18284983fe9b1078b |
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| Quellennotiz | uspto-grants-2012_01 |
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