4-Chlorobenzaldehyde → 1-(4-Chlorophenyl)-1-octen-3-one

HRID 359145

Reaktionsgleichung

Reaktionsgleichung von HRID 359145
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[CH3:10][C:11](=[O:17])[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[OH-].[Na+]>C(O)C.O.[OH-].[Na+]>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH:10][C:11](=[O:17])[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[CH:4][CH:3]=1

Komponenten

7

Edukt 3

HCID 77264-ChlorobenzaldehydeHCID 80512-HeptanoneHCID 14798Sodium Hydroxide

Produkt 1

HCID 545229671-(4-Chlorophenyl)-1-octen-3-oneAusbeute 95,1 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 14798Sodium HydroxideKatalysatorHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

70 ml of water are added to a solution of 90 g (0.64 mol) of 4-chlorobenzaldehyde and 68.5 g (0.6 mol) of 2-heptanone in 300 ml of ethanol and directly thereafter a solution of 1.7 g of sodium hydroxide in 17 ml of water is added. The mixture is initially stirred for 1 hour at room temperature, then 0.6 g of solid sodium hydroxide is added and the mixture is stirred for a further 64 hours. The precipitated product is filtered off with suction, washed with 1 liter of water, pressed out on a clay plate and then dried in vacuo for 16 hours over phosphorus pentoxide. 135 g (95.1% of theory) of 1-(4-chlorophenyl)-1-octen-3-one are obtained in the form of a pale yellow solid of melting point 44°-47° C.

Aufarbeitung

  1. stirringthe mixture is stirred for a further 64 hours
  2. filtrationThe precipitated product is filtered off with suction
  3. washwashed with 1 liter of water
  4. dry with materialdried in vacuo for 16 hours over phosphorus pentoxide

Quellen und Nachweise

ORD-Eintrag
ord-c5562a0e02d9447d9723a7f18556234e
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US04999440

Verknüpfte Notizen

Wird geladen…