Process for the preparation of aldehydes from organic halides

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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260289R, 260290P, 26032616, 2603323R, 260465R, 260476R, 260562R, 260599, 260600R, C07C 4500

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039609324

ABSTRACT:
Aldehydes are obtained from aryl, vinylic and heterocyclic halides and substituted derivatives thereof, a tertiary amine, carbon monoxide and hydrogen at from about 50.degree.-175.degree.C under from about one to 200 atmospheres pressure and with PdX.sub.2 [P(C.sub.6 H.sub.5).sub.3 ].sub.1 or 2 as a catalyst where X is acetate or a halogen. The ratios of carbon monoxide to hydrogen are not critical but the most favorable reactions are usually obtained with ratio from about 0.1 to about 10. A typical example is the conversion of p-bromoanisole to anisaldehyde in 84% yield at 150.degree.C in 18 hrs. at 1000 psig. of 1:1 CO to H.sub.2 with one mole percent of PdBr.sub.2 [P(C.sub.6 H.sub.5).sub.3 ].sub.2 as catalyst and with tri-n-butylamine as the tertiary amine.

REFERENCES:
falbe, Carbon Monoxide in Org. Syn., (1970), pp. 118-120.
Maitlis, The Organic Chemistry of Palladium, Vol. II, (1971), p. 24.

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