Formaldehyde → (E)-5-Dimethylamino-1-phenyl-pent-1-en-3-one; hydrochloride

HRID 46491Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 46491
[C:1]1(/[CH:7]=[CH:8]/[C:9](=[O:11])[CH3:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:12].[CH3:13][NH:14][CH3:15].[CH2:16]=O>C(O)C>[ClH:12].[CH3:13][N:14]([CH3:16])[CH2:15][CH2:10][C:9](=[O:11])[CH:8]=[CH:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 637759Benzylideneacetone

Produkt 1

HCID 145789(E)-5-Dimethylamino-1-phenyl-pent-1-en-3-one; hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

trans-4-Phenyl-3-buten-2-one (14.6 g, 0.1 mole), dimethylamine hydrochloride (9.0 g, 0.1 mole) and paraformaldehyde (5.8 g, 0.2 mole) are heated at reflux in 150 ml of absolute ethanol for 3 hours. The reaction mixture is concentrated in vacuo, then washed with ether. Addition of ethyl acetate causes crystallization. The product is recrystallized from acetonitrile to yield 6.9 g, m.p. 150°-154° C.

Aufarbeitung

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. washwashed with ether
  3. additionAddition of ethyl acetate
  4. customcrystallization
  5. customThe product is recrystallized from acetonitrile
  6. customto yield 6.9 g, m.p. 150°-154° C.

Quellen und Nachweise

ORD-Eintrag
ord-f3e5da1636a14bf7a4e253b7767463fe
Quelldatensatz
uspto-grants-1979_11
Patentnummer
US04173649

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