Process for the production of 2-benzyl fatty acids

Details Process for the production of 2-benzyl fatty acids Process for the production of 2-benzyl fatty acids

1988-03-23

1989-05-23

Lee, Mary C.

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

Organic compounds

Four or more ring nitrogens in the bicyclo ring system

544395, 546238, 548573, 560 19, 560 55, 560103, 562433, 562471, 562493, C07D26530, C07D29510, C07D20708

Patent

active

048332470

ABSTRACT:
A process for the production of 2-benzyl fatty acids and esters thereof corresponding to the following formula ##STR1## comprising reacting 2-fatty alkyl-4,4-dimethyl-2-oxazolines with benzaldehydes corresponding to the formula R.sup.2 --C.sub.6 H.sub.4 --CHO to form 2-(1-benzylidene)-fatty alkyl-4,4-dimethyl-2-oxazolines, catalytically hydrogenating the products of this reaction to the 2-(1-benzyl)-fatty alkyl-4,4-dimethyl oxazolines and converting the products thus formed by acid-catalyzed hydrolysis or solvolysis with an alcohol of the formula R.sup.5 OH into the 2-benzyl fatty acids or esters thereof. Amidosulfonic acid gives particularly high yields as catalyst for the reaction of the 2-fatty alkyl-4,4-dimethyl-2-oxazolines with the benzaldehydes.

REFERENCES:
V. H. Wallingford et al., J. Am. Chem. Soc. 64, 580-582 (1942).
H. L. Wehrmeister, J. Org. Chem. 27, 4418-4420 (1962).

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