Preparation of tertiary alkylphosphorodichloridite derivatives

Details Preparation of tertiary alkylphosphorodichloridite derivatives Preparation of tertiary alkylphosphorodichloridite derivatives

1978-07-10

1980-04-15

Sutto, Anton H.

Chemistry of carbon compounds

Dipeptides, e.g., aspartame, anserine, carnosine, etc.

260960, 260967, C07F 9141

Patent

active

041983556

ABSTRACT:
Tertiary alkylphosphorodichloridites, characterized by the formula: ##STR1## where R.sup.1, R.sup.2 and R.sup.3 may be alkyl having from about 1 to about 4 carbon atoms, aryl having from about 6 to about 8 carbon atoms, or aralkyl having from about 7 to about 10 carbon atoms, however, at least one of R.sup.1, R.sup.2 and R.sup.3 must be alkyl, as new compounds, and synthesis thereof by reacting, at temperatures of 0.degree. C. or less, a tertiary alcohol, a tertiary amine scavenger, and phosphorus trichloride, the PCl.sub.3 being employed in amounts in excess of the stoichiometric amount needed to react with the alcohol are provided. Both chlorides of the tertiary alkylphosphorodichloridites so produced may be replaced by RX.sup.- groups from alcohols (ROH), thiols (RSH), or amines (RR.sup.6 NH) in order that tri-substituted phosphite compounds of the formula: ##STR2## are produced. Disubstituted phosphorus acids of the formula: ##STR3## may be produced by heating the trisubstituted phosphite compounds. The RX.sup.- groups are retained as the substituents of the phosphorus acid compound. Such phosphorus acids are extremely useful in lubricating media as antiwear agents, in insecticides and as additives in rubber.

REFERENCES:
Kosolapoff et al., "Organic Phosphorus Compounds", vol. 5 (1974), p. 33.
Mark et al., "J. Org. Chemistry", vol. 20 (1964), pp. 1006-1008.
Canavan et al., "J. of Chem. Soc.", (London) (1962), pp. 331-334.

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