HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → (S)-2-Chloro-1-(3-chloro-phenyl)-ethanol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Isopropanol | HCID 3776 | — |
| Edukt | Ethanone, 2-chloro-1-(3-chlorophenyl)- | HCID 168006 | — |
| Edukt | Triisobutylaluminum | HCID 16682931 | — |
| Katalysator | Binol | HCID 11762 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Hexane | HCID 8058 | — |
| Produkt | (S)-2-Chloro-1-(3-chloro-phenyl)-ethanol | HCID 9834180 | 126,9% |
Reaktionsschritte
To a slurry solution of 143 mg (0.5 mmol) of (R)-1,1′-bi-2-naphthol in 10 ml of toluene was added 0.5 ml (0.5 mmol) of a 1.0 M hexane solution of triisobutylaluminum at room temperature, and the mixture was stirred at room temperature for 30 minutes. Thereto 1.52 ml (20 mmol) of 2-propanol was added and the mixture was stirred further at room temperature for 30 minutes. Thereto 1.89 g (10 mmol) of m-chlorophenacyl chloride was added and the mixture was stirred further at 50° C. for 4 hours. To the mixture were added 2 ml of 1N hydrochloric acid and 20 ml of water to conduct hydrolysis. The mixture was extracted with ethyl acetate and concentrated to obtain 2.424 g of an oily product. The obtained oil was analyzed by HPLC.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06187966B1 |
| Quelldatensatz | uspto-grants-2001_02 |
| ORD ID | ord-710ef65020cf4462ae757bd76cd4e720 |
| Quellennotiz | uspto-grants-2001_02 |