Preparation of muconic acid mononitriles and copper(II)-ammonia

Details Preparation of muconic acid mononitriles and copper(II)-ammonia Preparation of muconic acid mononitriles and copper(II)-ammonia

1981-02-02

1982-06-15

Gluck, Irwin

Compositions

Co, s, negative element, or acid, bindant containing

2602393R, 2604381, 2604654, 423352, 423371, C01G 314, C07C12000

Patent

active

043350100

ABSTRACT:
Substituted and unsubstituted phenols, catechols and orthobenzoquinones are converted to muconic acid mononitriles by reaction with copper(II)-ammonia reagents. The copper(II)-ammonia reagents can be prepared by the reaction of cuprous chloride with oxygen or air in liquid ammonia or in ammonium hydroxide or in pyridine followed by addition of ammonia or ammonium hydroxide. The muconic acid mononitriles are useful as monomers or comonomers and as intermediates in the manufacture of substituted and unsubstituted 6-aminocaproic acids, caprolactams and polyamides.

REFERENCES:
patent: 4096190 (1978-06-01), Rutledge
patent: 4130504 (1978-12-01), Rutledge
H. Finkbeiner et al., J. Org. Chem., vol. 31, pp. 549-555, (1966).
I. Bodek et al., Inorganica Chimica Acta, vol. 27, pp. 213-217, (1978).
G. Davies et al., "Homogeneous Oxidative Coupling Catalysts" (unpublished manuscript).
J. Tsuji et al., Tetrahedron Letters, 1978, pp. 641-644.

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