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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1879345Erstellt: 26. Oktober 2026

Phosphorus oxychloride → 1,4-Ethanonaphthalene, 1,4-dihydro-

https://huagongshe.com/reaction/1879345

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhosphorus oxychlorideHCID 24813—
Edukt1,4,4a,5,8,8a-Hexahydro-1,4-ethanonaphthalene-5,8-diolHCID 12657575—
LösungsmittelPyridineHCID 1049—
Produkt1,4-Ethanonaphthalene, 1,4-dihydro-HCID 13899446,8%

Reaktionsschritte

To a solution of 27.9 g of tricyclo[6.2.2.02,7]dodeca-4,9-diene-3,6-diol in 165 mL of pyridine were portionwise added 30 mL of POCl3 at 0° C. The reaction was stirred for 3 days at rt before it was quenched by careful addition of ice under cooling. The resulting mixture was extracted with Hept (4×50 mL). The combined organic phases were washed with H2O, 15% HCl solution and again with H2O. The organic phase was dried over MgSO4 and concentrated in vacuo to obtain 10.6 g of the desired compound as yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08314253B2
Quelldatensatzuspto-grants-2012_11
ORD IDord-4aa477d50f5c4ca08d07c8d4f8a4586d
Quellennotizuspto-grants-2012_11