Ethylene Glycol → 2-(3-Chloro-4-nitrophenyl)-2-methyl-1,3-dioxolane

HRID 1087194Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1087194
[Cl:1][C:2]1[CH:3]=[C:4]([C:11](=[O:13])[CH3:12])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[CH2:14](O)[CH2:15][OH:16].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([C:11]2([CH3:12])[O:16][CH2:15][CH2:14][O:13]2)[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

Komponenten

6

Edukt 4

HCID 174Ethylene GlycolHCID 962WaterHCID 521998p-Toluenesulfonic acid monohydrateHCID 104427551-(3-Chloro-4-nitrophenyl)ethanone

Produkt 1

HCID 100374432-(3-Chloro-4-nitrophenyl)-2-methyl-1,3-dioxolaneAusbeute 106,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 3'-chloro-4'-nitroacetophenone (3 g), ethylene glycol (9.3 g), and p-toluenesulfonic acid monohydrate (0.5 g) in toluene (30 ml) was refluxed for 6 hours. Water formed in the reaction was removed by means of Dean Stark apparatus. The reaction mixture was washed with an aqueous solution of sodium bicarbonate, dried over magnesium sulfate, and concentrated to give an oil of 2-(3-chloro-4-nitrophenyl)-2-methyl-1,3-dioxolane (3.9 g).

Aufarbeitung

  1. customwas removed by means of Dean Stark apparatus
  2. washThe reaction mixture was washed with an aqueous solution of sodium bicarbonate
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-935a3af827f3481e9370e71a95cf18c4
Quelldatensatz
uspto-grants-1991_07
Patentnummer
US05034417

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