Preparation of phenoxyethanamines

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

Patent

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

564347, 564353, 564218, 564219, 564223, 548237, 548239, C07C21714

Patent

active

052761924

ABSTRACT:
A process for preparing phenoxyethanamines from phenols and 2-oxazolines in quantitative yields was discovered. Phosphoric acid hydrolyzes the amide intermediate from the phenol/2-oxazoline reaction without cleaving the amide at the ether linkage and without undesired aromatic ring substitution. Thus, yield to the desired phenoxyethanamines is often 98% or better, requiring no subsequent purification. In contrast, sulfuric and hydrochloric acids give these undesired side reactions. Phenoxyethanamines are useful in thermosetting resins, pharmaceuticals and as surfactants.

REFERENCES:
patent: 3654229 (1972-04-01), Hunsucker
patent: 4086273 (1978-04-01), Berazosky et al.
patent: 4195154 (1980-03-01), Kaiser et al.
patent: 4234743 (1980-11-01), Schulz et al.
patent: 4353819 (1982-10-01), McFadden
patent: 4596884 (1986-06-01), Maddig
Snyder et al., JACS, 1953, 75, 2014-2015.
W. Seeliger, et al., "Recent Syntheses and Reactions of Cyclic Imidic Esters," Angew. Chem. internat. Edit., vol. 5, No. 10, 1966, pp. 875-888.
J. A. Frump, "Oxazolines. Their Preparation, Reactions, and Applications," Chemical Reviews, vol. 71, No. 5, 1971, pp. 483-499.
"Cyclic Imino Ethers, Polymerization," Encycl. Polym. Sci. Technol., Suppl. 1, 1976, pp. 220-237.
Chemical Abstracts 99(22):177867h, 1963.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Preparation of phenoxyethanamines does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Preparation of phenoxyethanamines, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Preparation of phenoxyethanamines will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-308764

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.