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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2231828Erstellt: 26. Oktober 2026

Formaldehyde → 6-Methoxy-2-(2,6-dimethylmorpholinomethyl)-1,2,3,4-tetrahydronaphthalen-1-one

https://huagongshe.com/reaction/2231828

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktFormaldehydeHCID 712—
EduktWaterHCID 962—
Edukt6-Methoxy-alpha-tetraloneHCID 14112—
Edukt2,6-Dimethylmorpholine hydrochlorideHCID 19374754—
KatalysatorHydrochloric AcidHCID 313—
LösungsmittelEthanolHCID 702—
Produkt6-Methoxy-2-(2,6-dimethylmorpholinomethyl)-1,2,3,4-tetrahydronaphthalen-1-oneHCID 13770569—

Reaktionsschritte

6-Methoxy-1,2,3,4-tetrahydronaphthalen-1-one (17.6 g, 0.1 mol), 2,6-dimethylmorpholine hydrochloride (15.1 g, 0.1 mol), and paraformaldehyde (6.0 g, 0.2 mol) were refluxed together in ethanol (50 ml) with concentrated hydrochloric acid (0.25 ml) as a catalyst for 3 hours. The reaction was cooled and poured into water containing concentrated hydrochloric acid (5 ml) and extracted with ether (200 ml). The aqueous solution was cooled in ice and neutralised with sodium hydroxide solution (10%) then extracted with ether (2×200 ml) dried over magnesium sulphate and evaporated under reduced pressure to give a residue which was recrystallised from petrol (60°-80°) to give 6-methoxy-2-(2,6-dimethylmorpholinomethyl)-1,2,3,4-tetrahydronaphthalen-1-one a white crystalline solid (10 g, 33% yield) melting at 110° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04785006
Quelldatensatzuspto-grants-1988_11
ORD IDord-b4e037832f3844949cd1d2460ced76f7
Quellennotizuspto-grants-1988_11