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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 564846Erstellt: 26. Oktober 2026

Benzyl chloroformate → 1-Benzyloxycarbonyl-5-chloro-3-formylindol

https://huagongshe.com/reaction/564846

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzyl chloroformateHCID 10387—
EduktSodium hydrideHCID 24758—
Edukt5-chloro-1H-indole-3-carbaldehydeHCID 2795374—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-Benzyloxycarbonyl-5-chloro-3-formylindolHCID 18473987—

Reaktionsschritte

To a solution of 5-chloro-3-formylindole (5.00 g) in tetrahydrofuran (135 ml) was added sodium hydride (60% oil suspension, 3.53 g). The mixture was stirred for 20 minutes at room temperature. Carbobenzoxychloride (6.64 ml) was added to the mixture. After being stirred for 1 hour at room temperature, the whole was poured into ice water. The mixture was extracted with ethyl acetate. The extract was washed with brine and dried over magnesium sulfate. The solution was concentrated to give a residue, which was subjected to silica gel chromatography. Elution with hexane-ethyl acetate (5:1) provided 1-benzyloxycarbonyl-5-chloro-3-formylindol (5.74 g) as a crystal.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06169102A
Quelldatensatzuspto-grants-2001_01
ORD IDord-634f65947fe743918acd6f1641032b35
Quellennotizuspto-grants-2001_01