Method for increasing the hydrogen:carbon ratio of an organic co

Details Method for increasing the hydrogen:carbon ratio of an organic co Method for increasing the hydrogen:carbon ratio of an organic co

1977-08-01

1978-12-19

Torrance, Dolph H.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260645, 260650R, 260666M, 260666P, 260668F, 260668R, 260676R, 260682, 568705, 568835, 568881, 568907, 568814, 568648, C07C 122, C07C 2914, C07C12175

Patent

active

041305744

ABSTRACT:
A method for increasing the hydrogen:carbon ratio of an organic compound is disclosed. The organic compound can be one having any of the following functions: hydroxyl, carbonyl, epoxide, acetal, ketal, hemiacetal and hemiketal. The method involves introducing the organic compound and a silicon hydride into a liquid which is either chemically inert or acidic and introducing BF.sub.3 into the liquid to produce a reaction product having a higher hydrogen:carbon ratio than the starting organic compound. Examples of organic compound starting materials disclosed include undecanal, benzaldehyde, p-methylbenzaldehyde, p-chlorobenzaldehyde, p-methoxybenzaldehyde, p-cyanobenzaldehyde, p-nitrobenzaldehyde, 2-undecanone, cyclohexanone, 2-methylcyclohexanone, adamantanone, p-cyanoacetophenone, fluorenone, 1-naphthaldehyde, p-nitroacetophenone, fructose and cotton. The use, as the silicon hydride, of triethylsilane, (R)-(+)-1-naphthylphenylmethylsilane, dimethylethylsilane, phenylneopentylmethylsilane, and of tri-n-hexylsilane is disclosed, while methylene chloride is disclosed as the liquid in which the reaction is conducted.

REFERENCES:
adlington et al., Tetrahedron Letters, No. 34, pp. 2955-2958, (1976).

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