Method for producing 2-(substituted aryl) propionaldehyde

Details Method for producing 2-(substituted aryl) propionaldehyde Method for producing 2-(substituted aryl) propionaldehyde

1986-05-16

1987-06-02

Helfin, Bernard

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

C07C 4558

Patent

active

046706070

ABSTRACT:
A 2-(substituted aryl)propionaldehyde of the formula, ##STR1## (wherein Ar denotes ##STR2## is produced in high yield by reacting a methyl (substituted aryl) ketone of the formula ##STR3## with phenyldimethylsulfonium methylsulfate of the formula, ##STR4## in the presence of alkali metal hydroxide to obtain a reaction mixture containing 2-(substituted aryl)1,2-epoxypropane of the formula, ##STR5## and thioanisole, and subjecting the reaction mixture to contact with anhydrous MgCl.sub.2. The propionaldehyde compound is also produced in high yield by contacting the epoxypropane compound with anhydrous MgCl.sub.2 in the presence of a soft nucleophile such as a sulfide, a thiol and a phosphine.

REFERENCES:
patent: 2628255 (1953-02-01), Sexton et al.
Franzen et al, Tetrahedron Letters No. 15 (1962) 661-662.
Franzen et al, Berichte (1963) 1881-1890.

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