4-Tert.-butoxyphenylglycinonitrile and the preparation of D-(-)-

Details 4-Tert.-butoxyphenylglycinonitrile and the preparation of D-(-)- 4-Tert.-butoxyphenylglycinonitrile and the preparation of D-(-)-

1980-12-31

1982-09-21

Torrence, Dolph H.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

562401, 562444, C07C12180, C07C 9910, C07C10130

Patent

active

043506410

ABSTRACT:
4-Tert.-butoxyphenylglycinonitrile (I) ##STR1## and a process for the preparation of D-(-)-4-hydroxyphenylglycine (IIa) and L-(+)-4-hydroxyphenylglycine (IIb) ##STR2## wherein compound I is reacted in a conventional manner, in alcoholic solution and in the presence of a carbonyl compound, with about the equimolar amount of L-(+)-tartaric acid or D-(-)-tartaric acid and the D-(-)-I-L-(+)-tartrate or L-(+)-I-D-(-)-tartrate thereby obtained in crystalline form is converted to IIa or IIb respectively in aqueous acid solution at 20.degree.-110.degree. C. by splitting off the L-(+)-tartaric acid or D-(-)-tartaric acid, hydrolyzing the nitrile group and hydrolytically splitting off the tert.-butyl group.

REFERENCES:
patent: 4072698 (1978-02-01), Hylton et al.
patent: 4233456 (1980-11-01), Schmand et al.
patent: 4238507 (1980-12-01), Vmezawa et al.

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