Nitrogen → Tetradecane-2,5-dione

HRID 258948

Reaktionsgleichung

Reaktionsgleichung von HRID 258948
[CH:1](=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[CH:12]([C:14]([CH3:16])=[O:15])=[CH2:13].[OH-].[K+].N#N.C(N(CC)CC)C>>[CH3:16][C:14](=[O:15])[CH2:12][CH2:13][C:1](=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Komponenten

6

Edukt 5

HCID 947Nitrogen2×HCID 6570Methyl vinyl ketoneHCID 8175DecanalHCID 8471TriethylamineHCID 14797Potassium Hydroxide

Produkt 1

HCID 12388036Tetradecane-2,5-dione

Versuchsvorschrift

78.1 g (0.5 mol) of caprinaldehyde, 35.1 g (0.5 mol) of methyl vinyl ketone and 13.5 g (0.05 mol) of Cat. 1 are introduced into a 250 ml three-necked flask equipped with a stirrer, reflux condenser (high efficiency, KOH drying tube) and N2 inlet. After adding 40.4 g (0.4 mol) of triethylamine, a N2 atmosphere is set up, the mixture is stirred and the surrounding oil bath is brought to 80° C. The initially undissolved catalyst dissolves and after some time triethylamine hydrochloride precipitates. The mixture is kept at 80° C for 12 hours. For working up, it is first cooled, and then the procedure described in Example 21 is followed. Tetradecane-2,5-dione is obtained. Recrystallization from methanol.

Aufarbeitung

  1. addition1 are introduced into a 250 ml three-necked flask
  2. customequipped with a stirrer
  3. customis brought to 80° C
  4. dissolutionThe initially undissolved catalyst dissolves
  5. customafter some time triethylamine hydrochloride precipitates
  6. temperatureit is first cooled

Quellen und Nachweise

ORD-Eintrag
ord-91f150f7a50b41cf9dc9880206ed3420
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04035395

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