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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 130616Erstellt: 24. Oktober 2026

Sodium borohydride → Di-tert-butyl cyclopropane-1,2-dicarboxylate

https://huagongshe.com/de/reaction/130616

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium borohydrideHCID 4311764—
EduktDitert-butyl 1-chlorocyclopropane-1,2-dicarboxylateHCID 23158970—
KatalysatorDichlorocobalt hexahydrateHCID 517166—
LösungsmittelDimethylacetamideHCID 31374—
ProduktDi-tert-butyl cyclopropane-1,2-dicarboxylateHCID 2315897196%

Reaktionsschritte

Sodium borohydride (103 mg, 1.81 mmol) was added to and dissolved in N,N-dimethylacetamide (1.5 mL) at room temperature, followed by addition of an N,N-dimethylacetamide solution (1.0 mL) of di-tert-butyl 1-chlorocyclopropane-1,2-dicarboxylate (cis/trans=26/74) (hereinafter the compound will be referred to as “compound (4b)”) (500 mg, 1.81 mmol) at 10° C. Cobalt chloride hexahydrate (2.4 mg, 0.010 mmol) was added to the resultant solution at the same temperature. After completion of addition, the resultant mixture was stirred at 40° C. for six hours. After completion of reaction, the whole reaction mixture was diluted with an HPLC mobile phase to 50 mL, to thereby yield a solution containing 418.8 mg (yield: 96%) of the title compound. Yield was determined by means of high performance liquid chromatography (HPLC) (the same shall apply hereinafter).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07381833B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-a200717bb849434e8ad323295c482c61
Quellennotizuspto-grants-2008_06