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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 29755Erstellt: 24. Oktober 2026

Diethyl Ether → tert-Butyl 4-formylpiperidine-1-carboxylate

https://huagongshe.com/de/reaction/29755

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl EtherHCID 3283—
EduktTert-butyl 4-(hydroxymethyl)piperidine-1-carboxylateHCID 2764081—
LösungsmittelDichloromethaneHCID 6344—
Produkttert-Butyl 4-formylpiperidine-1-carboxylateHCID 151443081,7%

Reaktionsschritte

Periodinane (26.9 g, 63.5 mmol) was added to 4-Hydroxymethyl-piperidine-1-carboxylic acid tert-butyl ester (10.5 g, 48.8 mmol) in CH2Cl2 (200 mL) and stirred for 90 min. Diethyl ether (560 mL) was added and precipitates were removed by extraction with 10% Na2S2O3/saturated NaHCO3 (1:1, 300 mL). The organic layer was washed with 0.5 M NaOH solution and brine. The organic phase was dried and concentrated under reduced pressure. Purification using flash chromatography (hexane/EtOAc, 8:2) gave 4-Formyl-piperidine-1-carboxylic acid tert-butyl ester (8.5 g, 81%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07423012B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-6d1f1c34797f4942b98da336563f4545
Quellennotizuspto-grants-2008_09