Acetic Anhydride → 4-Methoxynaphthalen-1-yl acetate

HRID 257129

Reaktionsgleichung

Reaktionsgleichung von HRID 257129
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)C(O)=C[CH:4]=1.[C:14]([O:17][C:18](=[O:20])[CH3:19])(=O)[CH3:15]>>[C:18]([O:17][C:14]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]([O:2][CH3:1])=[CH:4][CH:15]=1)(=[O:20])[CH3:19]

Komponenten

3

Edukt 2

HCID 7918Acetic AnhydrideHCID 665424-Methoxy-1-naphthol

Produkt 1

HCID 125237334-Methoxynaphthalen-1-yl acetate

Versuchsvorschrift

1.75 g. (10 mmole) 4-Methoxy-1-naphthol is boiled under reflux for 2.5 hours in 18 ml. acetic anhydride. Thereafter, the solution is evaporated in a vacuum and the oily residue purified by column chromatography (silica gel; toluene/ethyl acetate 40:1 v/v). After evaporation of the appropriate fractions, the crude product is recrystallised from petroleum ether (b.p. 90°-110° C.). Yield 1.27 g. (58% of theory) of colourless crystals; m.p. 51°-53° C.

Aufarbeitung

  1. temperatureunder reflux for 2.5 hours in 18 ml
  2. customThereafter, the solution is evaporated in a vacuum
  3. customthe oily residue purified by column chromatography (silica gel; toluene/ethyl acetate 40:1 v/v)
  4. customAfter evaporation of the appropriate fractions
  5. customthe crude product is recrystallised from petroleum ether (b.p. 90°-110° C.)

Quellen und Nachweise

ORD-Eintrag
ord-6a48197b69884e118a980a54bfb5d675
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05260428

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