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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 131646Erstellt: 25. Oktober 2026

Water → 1-Chloro-3,4-dihydronaphthalene-2-carboxaldehyde

https://huagongshe.com/reaction/131646

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktDimethylformamideHCID 6228—
EduktPhosphorus oxychlorideHCID 24813—
Edukt3,4-dihydro-5,7-dimethylnaphthalen-1(2H)-oneHCID 83619—
LösungsmittelChloroformHCID 6212—
Produkt1-Chloro-3,4-dihydronaphthalene-2-carboxaldehydeHCID 76752—

Reaktionsschritte

3.5 mL of phosphorus oxychloride was added dropwise to 4.5 mL of dimethylformamide under ice cooling, after which the system was brought up to room temperature and stirred for 30 minutes. To this was added a solution of 5.0 g of 5,7-dimethyltetralone in 100 mL of chloroform, and the system was refluxed under heating overnight. After the reaction, water was added and the system was stirred for 30 minutes, after which the organic layer was washed first with a saturated sodium hydrogencarbonate aqueous solution and then with saturated brine, dried with magnesium sulfate, and then subjected to reduced-pressure solvent distillation, and the residue was refined by silica gel column chromatography (5% ethyl acetate/hexane) to obtain 5.8 g of 1-chloro-2-formyl-3,4-dihydronaphthalene in the form of a dark brown solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07384974B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-466dcdb5cf5342d7a5be6fa6df79e2fc
Quellennotizuspto-grants-2008_06