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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 530926Erstellt: 26. Oktober 2026

Ammonium Chloride → HCID 66587953, Verbindung

https://huagongshe.com/reaction/530926

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
Edukt2-(4-Bromobutoxy)tetrahydro-2H-pyranHCID 559019—
EduktLithium diisopropylamideHCID 2724682—
Edukttert-Butyl cyclopropanecarboxylateHCID 13676038—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl acetate hexaneHCID 21226206—
ProduktHCID 66587953HCID 6658795348,9%

Reaktionsbedingungen

Temperatur-65 °C

Reaktionsschritte

Under the argon atmosphere, tert-butyl cyclopropylcarboxylate (3.76 g) and 2-(4-bromobutoxy)tetrahydro-2H-pyran (7.52 g) were dissolved in anhydrous/THF (106 mL), followed by cooling to an inner temperature of −65° C. A lithium diisopropylamide solution (2.0M, THF:heptane:ethylbenzene solution) (19.8 mL) was added dropwise over 15 minutes. After completion of addition, the mixture was stirred at room temperature for 8 hours. An aqueous saturated ammonium chloride solution was added to stop the reaction, and water, and hexane:ethyl acetate (1:1) were added, followed by extraction. The organic layer was washed with dilute hydrochloric acid, water and an aqueous saturated sodium chloride solution, and dried with anhydrous sodium sulfate. The residue obtained by concentration was purified by silica gel column chromatography (hexane:ethyl acetate, 98:2→90:10) to obtain the title compound (3.86 g) having the following physical property values.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09353113B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-8a9d3c6b9d004ceab18b43b791ed9aa9
Quellennotizuspto-grants-2016_05