Water → 2-Carbobutoxyethyl-2-methyl-5-nitro-5-ethyl-1,3-dioxane

HRID 374860

Reaktionsgleichung

Reaktionsgleichung von HRID 374860
[N+:1]([C:4]([CH2:9][CH3:10])([CH2:7][OH:8])[CH2:5][OH:6])([O-:3])=[O:2].[C:11]([O:18][CH2:19][CH2:20][CH2:21][CH3:22])(=[O:17])[CH2:12][CH2:13][C:14]([CH3:16])=O.O>C1(C)C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[C:11]([CH2:12][CH2:13][C:14]1([CH3:16])[O:8][CH2:7][C:4]([N+:1]([O-:3])=[O:2])([CH2:9][CH3:10])[CH2:5][O:6]1)([O:18][CH2:19][CH2:20][CH2:21][CH3:22])=[O:17]

Komponenten

6

Edukt 3

HCID 962WaterHCID 116962-Ethyl-2-nitro-1,3-propanediolHCID 16331Butyl levulinate

Produkt 1

HCID 189960432-Carbobutoxyethyl-2-methyl-5-nitro-5-ethyl-1,3-dioxaneAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6101p-Toluenesulfonic acidKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

7.46 g of 2-nitro-2-ethyl-1,3-propanediol, 8.61 g of butyl levulinate, 50 mg of p-toluenesulfonic acid in 50 ml of toluene was refluxed until no more water separated. The reaction mixture was cooled, washed with 2% sodium bicarbonate and water, dried and concentrated to give 13.65 g of 2-carbobutoxyethyl-2-methyl-5-nitro-5-ethyl-1,3-dioxane as a light yellow oil. This was dissolved in 50 ml of ethanol and hydrogenated over 1 g Raney Nickel catalyst at 60 under pressure. Distillation of the crude material at 160° C./3mm gave 11 g of the product.

Aufarbeitung

  1. customseparated
  2. temperatureThe reaction mixture was cooled
  3. washwashed with 2% sodium bicarbonate and water
  4. customdried
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b6d8796fb6b5473fabc0bfadfb20ba01
Quelldatensatz
uspto-grants-1996_01
Patentnummer
US05482965

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