Caprolactam → hexanoic acid, 6-amino-, monosodium salt

HRID 275501

Reaktionsgleichung

Reaktionsgleichung von HRID 275501
[C:1]1(=[O:8])[NH:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(Cl)(=O)CCCCC(Cl)=[O:15].[OH-].[Na+:20]>>[NH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C:1]([O-:8])=[O:15].[Na+:20]

Komponenten

4

Edukt 3

HCID 7768CaprolactamHCID 14798Sodium HydroxideHCID 61034Adipoyl chloride

Produkt 1

HCID 23663648hexanoic acid, 6-amino-, monosodium saltAusbeute 70 %

Versuchsvorschrift

The literature has described various methods for preparation of TOCAP and related compounds. German Patent 949,568 (Kruckenberg) discloses the reaction of caprolactam with various acyl halides including adipoyl dichloride in the presence of sodium hydroxide. Once sodium 6-aminocaproate has formed, the reactor is charged with a first portion acyl halide, sodium hydroxide and then a final portion acyl halide. A related method is reported by Zinner et al in J. Prakt. Chem. 17, 147-153 (1962). The procedure requires the addition of all the sodium hydroxide to be charged to the reaction vessel at the beginning of the synthesis. The reported yield is 70% of theory.

Aufarbeitung

  1. customfor preparation of TOCAP

Quellen und Nachweise

ORD-Eintrag
ord-316f4a5c879942108f6bfa368ea58fce
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05393902

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