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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 635570Erstellt: 25. Oktober 2026

Hydrochloric Acid → (S)-2-Chloro-1-(3-chloro-phenyl)-ethanol

https://huagongshe.com/reaction/635570

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktIsopropanolHCID 3776—
EduktEthanone, 2-chloro-1-(3-chlorophenyl)-HCID 168006—
EduktTriisobutylaluminumHCID 16682931—
KatalysatorBinolHCID 11762—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
LösungsmittelHexaneHCID 8058—
Produkt(S)-2-Chloro-1-(3-chloro-phenyl)-ethanolHCID 9834180126,9%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06187966B1
Quelldatensatzuspto-grants-2001_02
ORD IDord-710ef65020cf4462ae757bd76cd4e720
Quellennotizuspto-grants-2001_02