Triethylamine → 4-(Diethylamino)-1,3-diphenylbut-3-ene-1,2-dione

HRID 917812Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 917812
[CH2:1]([N:3]([CH:6]=[CH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:4][CH3:5])[CH3:2].C(N(CC)CC)C.[C:21]1([C:27](=[O:31])[C:28](Cl)=[O:29])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(OCC)C>[CH2:1]([N:3]([CH2:4][CH3:5])[CH:6]=[C:7]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:28](=[O:29])[C:27]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:31])[CH3:2]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 110842942-Oxo-2-phenylacetyl chlorideHCID 12773281Diethylstyrylamine

Produkt 1

HCID 539328324-(Diethylamino)-1,3-diphenylbut-3-ene-1,2-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

Seven grams of N,N-diethylstyrylamine was dissolved in 100 ml. of diethyl ether and the solution was cooled to 0°C. Four grams of anhydrous triethylamine was added. A 7 g. portion of phenylglyoxyloyl chloride was dissolved in 50 ml. of diethyl ether and the solution was added dropwise, with stirring, to the first solution over about 75 minutes. As soon as the addition was complete, the reaction mixture was filtered, and the precipitated amine hydrochloride was washed with an additional 50 ml. of diethyl ether. The filtrate contained the intermediate enamine, 1-diethylamino-2,4-diphenyl-1-buten-3,4-dione, in dissolved form, and was used in the next step of the synthesis without purification.

Aufarbeitung

  1. additionAs soon as the addition
  2. filtrationthe reaction mixture was filtered
  3. washthe precipitated amine hydrochloride was washed with an additional 50 ml
  4. customin dissolved form, and was used in the next step of the synthesis without purification

Quellen und Nachweise

ORD-Eintrag
ord-15a46dce46ed4d6ab5b8424b2a9a9ee7
Quelldatensatz
uspto-grants-1976_07
Patentnummer
US03967952

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