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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77515Erstellt: 25. Oktober 2026

Chloroacetyl chloride → tert-butyl (2S)-2-(2-chloroacetamido)-3-phenylpropanoate

https://huagongshe.com/reaction/77515

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChloroacetyl chlorideHCID 6577—
EduktTriethylamineHCID 8471—
EduktL-Phenylalanine, 1,1-dimethylethyl ester, hydrochloride (1:1)HCID 11459563—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
Produkttert-butyl (2S)-2-(2-chloroacetamido)-3-phenylpropanoateHCID 8671354598,4%

Reaktionsschritte

To a mixture of 3.0 g (11.6 mmol) (S)-2-amino-3-phenyl-propionic acid tert-butyl ester hydrochloride (Aldrich) and 3.32 mL (23.9 mmol) triethylamine (Aldrich) in dichloromethane (30 mL), 0.97 mL (12.2 mmol) chloroacetyl chloride (Aldrich) is added dropwise and the resulting mixture is stirred at room temperature for 4 h. The reaction mixture is diluted with water (25 mL), the organic layer is separated, washed with 10% NaHCO3 solution (25 mL), dried (MgSO4) and finally evaporated under reduced pressure to yield the title compound (3.4 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841309B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-45ac19933d4f45b99cbb5458dd73736d
Quellennotizuspto-grants-2014_09