Hydrogen Bromide → 4H-1,3-Dioxin-4-one, 5-bromo-2,2,6-trimethyl-

HRID 1380638Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1380638
[Br:1]Br.[CH3:3][C:4]1([CH3:12])[O:9][C:8](=[O:10])[CH:7]=[C:6]([CH3:11])[O:5]1.Br.CCOCC.CCCCCC>C(Cl)Cl>[Br:1][C:7]1[C:8](=[O:10])[O:9][C:4]([CH3:12])([CH3:3])[O:5][C:6]=1[CH3:11]

Komponenten

6

Edukt 4

HCID 260Hydrogen BromideHCID 24408BromineHCID 793682,2,6-Trimethyl-4H-1,3-dioxin-4-oneHCID 21584099Diethylether hexane

Produkt 1

HCID 103534354H-1,3-Dioxin-4-one, 5-bromo-2,2,6-trimethyl-Ausbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Bromine (0.105 mol, 5.38 ml) was added dropwise to a 20° C. solution of 2,2,6-trimethyl-4H-1,3-dioxin-4-one (TKD, 0.1 mol, 14.2 g) in 100 ml CH2Cl2 over five minutes. The reaction solution was rapidly decolorized and hydrogen bromide evolved. After 15 minutes, the solvent was removed in vacuo to provide 22 g (99%, >95% pure by NMR) of a pale yellow oil which solidified upon refrigeration. Flash chromatography (10% ether/hexane on silica) afforded 16.5 g (75%) of the title compound as colorless plates.

Aufarbeitung

  1. customthe solvent was removed in vacuo
  2. customto provide 22 g (99%, >95% pure by NMR) of a pale yellow oil which

Quellen und Nachweise

ORD-Eintrag
ord-c39d5e366b2f440fac5b146d43dae0f8
Quelldatensatz
uspto-grants-1986_04
Patentnummer
US04582913

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