Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1979-07-05
1981-01-20
Lee, Mary C.
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
2603262, 424274, C07D207337
Patent
active
042461766
ABSTRACT:
The reaction between a 5-cyano-1-hydrocarbylpyrrole-2-acetic acid and an aryl Grignard compound to produce a ketimine salt-containing reaction intermediate is improved by performing such reaction in an aromatic ether reaction medium at a temperature above about 100.degree. C. As compared to the previously known process, the reaction rate is markedly increased without loss of selectivity. Also, the water insolubility of aromatic ethers simplifies product work-up and recovery, reduces product losses, and facilitates solvent recovery and recycle. Preferably, the aryl Grignard reagent is prepared at the outset in tetrahydrofuran or methyl tetrahydrofuran--solvents in which such Grignard reagents are readily and safely produced. The resultant Grignard solution may then be employed in forming the aromatic ether-containing reaction medium in which the above reaction is conducted.
REFERENCES:
patent: 3846447 (1974-11-01), Carson
patent: 3952012 (1976-04-01), Carson
patent: 4048191 (1977-09-01), Carson
patent: 4119639 (1978-10-01), Carson
Muller, Methoden der Organischen Chemie, vol. 7/2a, p. 616, (1973).
Kharasch et al., "Grignard Reactions of Non-Mettalic Substances", 767-845, 948-960, (1954).
Ethyl Corporation
Johnson Donald L.
Lee Mary C.
Sieberth John F.
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