Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 3-Methyl-2-butanone | HCID 11251 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Sulfoxonium, trimethyl-, iodide (1:1) | HCID 74498 | — |
| Edukt | Dichlorocobalt hexahydrate | HCID 517166 | — |
| Edukt | Sodium borohydride | HCID 4311764 | — |
| Edukt | Dtxcid5024346 | HCID 5311498 | — |
| Katalysator | Ferrous sulfate heptahydrate | HCID 62662 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Methyl Ethyl Ketone | HCID 6569 | — |
| Produkt | CID 10898559 | HCID 10898559 | 509,3% |
Reaktionsschritte
To 390 ml of ion-exchanged water were added 30 g of cyanocobalamin, 14.61 g of trimethylsulfoxonium iodide, 900 mg of iron (II) sulfate heptahydrate, 900 mg of cobalt chloride hexahydrate and 22.5 ml of 2-butanone. After replacing the atmosphere of the system by nitrogen, the mixture was heated in a water bath and a solution of sodium borohydride (12 g)/2N sodium hydroxide (1 ml)/water (60 ml) was added dropwise thereto under stirring at an inner temperature of 20° C. After stirring for 3 hours as it was, the mixture was cooled to 10° C. and then stirred overnight. Thereto was added 24 ml of 3-methyl-2-butanone, followed by stirring for 2 hours. Then, the precipitates were collected by filtration and dried, to give 35 g of a crude product of the title compound. Thereto was added 300 ml of a 50% methanol aqueous solution and the mixture was heated at 35° C, filtered and washed with 120 ml of a 50% methanol aqueous solution. After the mixture was adjusted to pH 7.0 with concentrated hydrochloric acid, 1365 ml of acetone was added dropwise thereto and the mixture was stirred at 10° C. overnight. Precipitated crystals were collected by filtration and dried, to give 25.9 g of the title compound (yield 86.3%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06657057B2 |
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| Quelldatensatz | uspto-grants-2003_12 |
|---|
| ORD ID | ord-78b48bd50bbb4f6f9ee18f65678c2075 |
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| Quellennotiz | uspto-grants-2003_12 |
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