Process for the production of even series .omega.-amino acids

Details Process for the production of even series .omega.-amino acids Process for the production of even series .omega.-amino acids

1975-12-24

1977-06-14

Evans, Joseph E.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260482R, 260487, C07C 9900

Patent

active

040297004

ABSTRACT:
The invention relates to a process for the production of even-series .omega.-amino acids of the general empirical formula NH.sub.2 (CH.sub.2 CH.sub.2).sub.n CH.sub.2 COOH /I/, where N = 1 or 2. The process of the invention comprises telomerizing ethylene with methyl esters of halogen acetic acids of the general empirical formula X.sub.m CH.sub.3.sub.-m COOCH.sub.3 /II/, where X = Br and m = 1 or X = Cl and m = 2 or 3, at a temperature of from 100 to 145.degree. C. and under ethylene pressure of from 25 to 40 gage atmospheres in the presence of initiators of free-radical reactions. The telomerization procedure gives telomers of the general empirical formula CH.sub.3 OOCCH.sub.3.sub.-m X.sub.m.sub.-1 (CH.sub.2 CH.sub.2).sub.n X /III/, where X, n and m are as in formulas /I/ and /II/. In case X = Br and m = 1, the telomers described by formula /III/ are subjected to ammonolysis with ammonia at a temperature of about 100.degree. C to yield ammonolysis products; whereas, in case X = Cl and m = 2 or 3, the telomers described by formula /III/ are reduced to telomers of the same general formula, where X = Cl and m = 1, and the latter are subjected to ammonolysis with ammonia at a temperature from 135.degree. to 140.degree. C to yield ammonolysis products. Then the ammonolysis products are hydrolyzed with hydrochloric acid at a temperature of from 80.degree. to 90.degree. C., and the desired product is recovered from the resultant hydrolyzate by use of a styrene-divinylbenzene sulfocationite resin in the H form. The foregoing process uses widely available industrial raw materials, proceeds by a straightforward route and requires simple equipment; it is further characterized by high yields at all steps; all unreacted feedstocks can be completely recycled; and no non-utilizable wastes are produced.

REFERENCES:
patent: 2387824 (1945-10-01), Block
patent: 2462597 (1949-02-01), Block
patent: 2476668 (1949-07-01), Kharasch et al.
patent: 2507568 (1950-05-01), Hanford et al.
patent: 3244733 (1966-04-01), Wakasa et al.
patent: 3362969 (1968-01-01), Tsuchihara
patent: 3475489 (1969-10-01), DE Graaf et al.
patent: 3600434 (1971-08-01), Rust et al.
Wagner et al., "Synthetic Organic Chemistry," (1953), p. 417.

Affiliated with

Also associated with

Rating

Process for the production of even series .omega.-amino acids does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for the production of even series .omega.-amino acids, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for the production of even series .omega.-amino acids will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-10278