Benzaldehyde → 2,2,4-Triphenyl-butane-1,4-dione

HRID 258945

Reaktionsgleichung

Reaktionsgleichung von HRID 258945
[CH:1](=[CH:8][C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.CN(C)[CH:27]=[O:28]>C(N(CC)CC)C>[C:2]1([C:1]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)([CH2:8][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:10])[CH:27]=[O:28])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 240BenzaldehydeHCID 6228DimethylformamideHCID 7189Cinnamoylbenzene

Produkt 1

HCID 214250622,2,4-Triphenyl-butane-1,4-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Following the procedure described in Example 1, 57.2 g (0.275 mol) of benzylideneacetophenone, 29.2 g of benzaldehyde, 25.1 g (0.1 mol) of Catalyst 2 and 400 ml of dimethylformamide are introduced successively into the 500 ml three-necked flask and after stirring for 15 minutes under nitrogen 40.4 g (0.4 mol) of triethylamine are added. The mixture is then heated to 80° C for 12 hours. For working up, the dimethylformamide is distilled off and 150 ml of isopropanol are added to the residue while it is still hot. The product which has precipitated is filtered off, washed with isopropanol and then dried. 2,2,4-Triphenyl-butane-1,4-dione is obtained.

Aufarbeitung

  1. additionare introduced successively into the 500 ml three-necked flask
  2. additionare added
  3. distillationthe dimethylformamide is distilled off
  4. addition150 ml of isopropanol are added to the residue while it
  5. customThe product which has precipitated
  6. filtrationis filtered off
  7. washwashed with isopropanol
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-091d27a4e217419a895418ea1b77f057
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04035395

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