Process for the production of o-(N-monosubstituted amino)benzyl

Details Process for the production of o-(N-monosubstituted amino)benzyl Process for the production of o-(N-monosubstituted amino)benzyl

1979-06-28

1983-10-18

Hines, Robert V.

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

Organic compounds

Amino nitrogen containing

564 9, C07C 8728

Patent

active

044107307

ABSTRACT:
Process for the production of o-(N-monosubstituted amino)benzyl alcohols which comprises reacting an N-mono-substituted aniline optionally having one or more substituents with a boron trihalogenide at a temperature from about 0.degree. C. to about 100.degree. C. and reacting the resultant boron compound with an aldehyde in the presence of a base at a temperature from about -30.degree. C. to about 100.degree. C. to regiospecifically introduce a 1-hydroxy-alkyl or 1-hydroxy-substituted alkyl group into the ortho position of said aniline.

REFERENCES:
Olah, "Friedel-Crafts and Related Reactions", vol. I, p. 413 and vol. II, pp. 597-599, (1964).
Mueller et al., "Chemical Abstracts", vol. 56, pp. 12713-12715, (1962).

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