HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ammonium Chloride → 5-Chloro-3-cyclohexyl-1,3-dihydro-3-hydroxyindol-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | 5-chloro-1H-indole-2,3-dione | HCID 87203 | — |
| Edukt | HCID 178478990 | HCID 178478990 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 5-Chloro-3-cyclohexyl-1,3-dihydro-3-hydroxyindol-2-one | HCID 19076368 | — |
Reaktionsschritte
A suspension of 18.15 g of 5-chloroisatin in 45 ml of THF is cooled to +4° C., 200 ml of a 2M solution of cyclohexylmagnesium chloride in ether are added dropwise and the mixture is stirred for 3 hours at RT. 900 ml of a saturated solution of ammonium chloride are added and the solvents are concentrated under vacuum. The aqueous phase is extracted with AcOEt, the organic phase is washed with a saturated solution of NaCl and dried over sodium sulfate and the solvent is evaporated off under vacuum to give 4 g of the expected product after crystallization from a THF/AcOEt mixture.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05594023 |
| Quelldatensatz | uspto-grants-1997_01 |
| ORD ID | ord-9afa5621564446e39dc58e7de1185cfd |
| Quellennotiz | uspto-grants-1997_01 |