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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 382300Erstellt: 26. Oktober 2026

Water → (S)-1-Benzyl-3-chloropyrrolidine

https://huagongshe.com/reaction/382300

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktCarbon TetrachlorideHCID 5943—
EduktTriphenylphosphineHCID 11776—
EduktSodium BicarbonateHCID 516892—
Edukt(R)-(+)-1-Benzyl-3-pyrrolidinolHCID 643472—
Produkt(S)-1-Benzyl-3-chloropyrrolidineHCID 5364061372%

Reaktionsschritte

To a stirred solution of (R)-1-benzyl-3-pyrrolidinol (886 mg, 5.0 mmol) in CCl4 (20 ml) was added triphenylphosphine (1.574 g, 6.0 mmol) at rt. After 20 h stirring at reflux temperature, the solvent was evapolated. Saturated NaHCO3 aqueous solution and water was added to the residue, and the mixture was extracted with AcOEt. The extract was brine, dried (Na2SO4), and concentrated to give brown oil, which was purified by column chromatography (silica gel; 100 g, CH2Cl2/MeOH: 50/1-45/1) to give 706 mg (72%) of pale yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06310061B2
Quelldatensatzuspto-grants-2001_10
ORD IDord-05a87c677493455388288396b292a2c3
Quellennotizuspto-grants-2001_10