Process for the preparation of p-hydroxy-benzyl-nitriles and cor

Details Process for the preparation of p-hydroxy-benzyl-nitriles and cor Process for the preparation of p-hydroxy-benzyl-nitriles and cor

1982-03-15

1983-06-14

Torrence, Dolph H.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

564389, 564390, C07C12175, C07C 8728

Patent

active

043882501

ABSTRACT:
A process is provided for the preparation of p-hydroxy-benzyl-nitriles starting from the corresponding p-hydroxy-benzaldehyde, first reducing the p-hydroxy-benzaldehyde to the p-hydroxy-benzyl amine, a primary amine, with hydrogen in the presence of aqueous ammonia, preferably with the addition of small amounts of lower alkyl alcohol; and Raney nickel catalyst at low pressure; and then converting the amine to the p-hydroxy-benzyl-nitrile by reaction with sodium cyanide at elevated temperature; the first stage, the reduction, is applicable also to o- and m-hydroxy benzaldehydes.

REFERENCES:
patent: 3983160 (1976-09-01), Meyer
patent: 4154757 (1979-05-01), Cooper et al.
patent: 4154758 (1979-05-01), McMenim
Short et al., Tetrahedra, vol. 29, 1931, (1973).
Haskelberg, J. Am. Chem. Soc., vol. 70, 2811, (1948).
Emerson, Organic Reactions, vol. 4 (III), p. 174, (1948).
Winans, J. Am. Chem. Soc., vol. 61, 3566, (1939).
Alexander et al., J. Am. Chem. Soc., vol. 70, 1315, (1948).

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