Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Patent
1977-06-16
1979-02-27
Myers, Jane S.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
2604488R, 560 55, 560 56, 560100, 560102, 562496, 562466, 562465, 562490, 562492, C07C 6976, C07C 6700
Patent
active
041420543
ABSTRACT:
2-Aryl-C.sub.3 to C.sub.6 -alkanoate esters are prepared economically by reacting an enol ether of an aryl alkyl ketone with a trivalent thallium salt in an organic solvent. The trivalent thallium ions can be regenerated by adding a peracid and a reactive form of manganese, ruthenium, cobalt, iridium, hafnium, osmium or neobium to oxidize monovalent thallium ions to the trivalent state, in a sequential, continuous or stoichiometric procedure. A continuous process using a Scheibel column is disclosed. The ester intermediate product is then converted to the corresponding 2-aryl-C.sub.3 - to C.sub.6 -alkanoic acid or salt thereof. The aryl group is selected so the resulting acid product will be a useful compound such as an anti-inflammatory, analgesic and anti-pyretic drug or agriculturally useful product. Examples of drug acids which can be made by this process include ibuprofen, flurbiprofen, fenoprofen and naproxen and the like.
REFERENCES:
taylor et al., J.A.C.S., 98, 6752 (1976).
McKillop et al., J.A.C.S., 95, 3340-43 (1973).
Amin Sanjay I.
Walker Jerry A.
Myers Jane S.
Reynolds John T.
The Upjohn Company
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