Ethylamine → N-Ethyl-2-isobutyl-2,4-dimethylvaleramide

HRID 904104Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 904104
[CH2:1]([C:5]([CH3:13])([CH2:9][CH:10]([CH3:12])[CH3:11])[C:6]([OH:8])=[O:7])[CH:2]([CH3:4])[CH3:3].[CH2:14]([C:16]#[N:17])C.C(Br)C(C)C.S(Cl)([Cl:25])=O.C(N)C>CCOCC.O>[CH2:1]([C:5]([CH3:13])([CH2:9][CH:10]([CH3:12])[CH3:11])[C:6]([Cl:25])=[O:7])[CH:2]([CH3:4])[CH3:3].[CH2:16]([NH:17][C:6](=[O:8])[C:5]([CH2:1][CH:2]([CH3:3])[CH3:4])([CH3:13])[CH2:9][CH:10]([CH3:12])[CH3:11])[CH3:14]

Komponenten

9

Edukt 5

HCID 6341EthylamineHCID 65551-Bromo-2-methylpropaneHCID 7854PropionitrileHCID 24386Thionyl ChlorideHCID 266760HCID 266760, Verbindung

Produkt 2

HCID 3016606N-Ethyl-2-isobutyl-2,4-dimethylvaleramideHCID 20565978HCID 20565978, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

2-isobutyl-2,4-dimethylpentanoyl chloride (bp. 97°-100°/16 mm) was prepared in the usual way from 2-isobutyl-2,4-dimethylpentanoic acid (prepared by the alkylation of ethyl cyanide with 2 equivalents of isobutyl bromide, followed by hydrolysis) and thionyl chloride. A solution of the acid chloride (1.5 g) in ether (20 ml) was added with stirring to a solution of ethylamine (5 ml of a 70% solution in water) in ether (100 ml). After stirring for 2 hours the ethereal layer was washed with dilute hydrochloric acid and water. The dried (MgSO4) ether solution was concentrated and the residue was recrystallized from petroleum ether (bp. 40°-60°) to give N-ethyl-2-isobutyl-2,4-dimethylpentanamide, mp. 71.5°-72.5°.

Aufarbeitung

  1. washwas washed with dilute hydrochloric acid and water
  2. dry with materialThe dried (MgSO4) ether solution
  3. concentrationwas concentrated
  4. customthe residue was recrystallized from petroleum ether (bp. 40°-60°)

Quellen und Nachweise

ORD-Eintrag
ord-e7611e089e6a4939b142bf698f628d76
Quelldatensatz
uspto-grants-1980_10
Patentnummer
US04230688

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