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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 270661Erstellt: 26. Oktober 2026

Hexane → Clopidogrel

https://huagongshe.com/reaction/270661

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHexaneHCID 8058—
EduktDiisopropylethylamineHCID 81531—
EduktBenzeneacetic acid, alpha-amino-2-chloro-, methyl ester, hydrochloride (1:1), (alphaS)-HCID 24887640—
Edukt2-(2-Bromoethyl)-3-(bromomethyl)thiopheneHCID 69311722—
LösungsmittelAcetonitrileHCID 6342—
LösungsmittelEthyl AcetateHCID 8857—
ProduktClopidogrelHCID 6060688,3%

Reaktionsschritte

5.0 g of 2-(2-bromoethyl)-3-bromomethylthiophene obtained in Example 7 was dissolved in 50 mL of acetonitrile, and added thereto was a solution obtained by dissolving 4.6 g of (S)-(+)-2-(2-chlorophenyl)glycine methyl ester hydrochloride and 6.8 g of diisopropylethylamine in 20 mL of acetonitrile over 30 minutes. The resulting mixture was refluxed for 8 hours, and concentrated by evaporation under reduced pressure. The residue was dissolved in 100 mL of ethyl acetate, and washed twice with 70 mL portions of water. The organic layer was washed with 50 mL of saturated sodium chloride aqueous solution and condensed under reduced pressure. The dark yellow colored oily residue thus obtained was subjected to a silica gel column chromatography (eluent, n-hexane:ethyl acetate=5:1) to obtain 5.0 g (yield of 88%) of the title compound as a yellowish oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07449580B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-ff48a41e3c0743829f51d117cdf112a8
Quellennotizuspto-grants-2008_11