HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
(3S,4R)-4-amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile → (3S,4R)-4-amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | (3S,4R)-4-amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile | HCID 10943936 | — |
| Edukt | (-)-di(p-toluoyl)-L-tartaric acid monohydrate | HCID 69630779 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | (3S,4R)-4-amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile | HCID 10943936 | 22,3% |
| Produkt | Di-para-toluoyl-L-tartaric acid | HCID 29414711 | — |
Reaktionsschritte
A mixture of trans-4-amino-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-1-benzopyran-6-carbonitrile (193 g) and (-)-di-p-toluoyl-L-tartaric acid monohydrate (358 g) was dissolved in ethanol (600 ml) under reflux. The mixture was cooled to room temperature and stood for 3 days to give a white precipitate. This precipitate was collected by filtration, washed with a small volume of ethanol, and recrystallized twice from ethanol to give (-)-di-p-toluoyl-L-tartaric acid salt of (3S,4R)-4-amino-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile (43.1 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04988723 |
| Quelldatensatz | uspto-grants-1991_01 |
| ORD ID | ord-a9fa8379fc7944f0968f5a2d06b0cb30 |
| Quellennotiz | uspto-grants-1991_01 |