HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 629318Erstellt: 24. Oktober 2026
Diisopropylethylamine → Rac-6-bromo-2-(trans-2-hydroxycyclohexyl)isoindolin-1-one
https://huagongshe.com/de/reaction/629318
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | Cyclohexanol, 2-amino-, hydrochloride (1:1), (1R,2R)- | HCID 12228412 | — |
| Edukt | Methyl 5-bromo-2-(bromomethyl)benzoate | HCID 12929136 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Rac-6-bromo-2-(trans-2-hydroxycyclohexyl)isoindolin-1-one | HCID 118468159 | 43,7% |
Reaktionsschritte
To a solution of methyl 5-bromo-2-(bromomethyl)benzoate (0.50 g) in DMF (5.00 mL) were added trans-2-aminocyclohexanol hydrochloride (0.37 g) and N-ethyldiisopropylamine (1.42 mL), and the mixture was stirred at 80° C. for 3 hr. To the reaction mixture was added 5% aqueous sodium bicarbonate, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.22 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09315458B2 |
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| Quelldatensatz | uspto-grants-2016_04 |
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| ORD ID | ord-23ffd78d87f04cde95c5344f099a46a1 |
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| Quellennotiz | uspto-grants-2016_04 |
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