Catalysis in Organic Syntheses 1977 - download pdf or read online

By Gerard V. Smith

ISBN-10: 0126505500

ISBN-13: 9780126505504

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The rapid appearance of acetal when start­ ing with aldehyde is not paralleled by a corresponding rapid increase in aldehyde when starting with acetal. We believe this is due to the requirement for water and its absence in the latter case. Hydrocinnamaldehyde and its dimethyl acetal appear to be formed from cinnamaldehyde dimethyl acetal rather than cinnamaldehyde. For example, hydrocinnamaldehyde and its acetal appear immediately when cinnamaldehyde acetal is the starting material (Figure 8 ) but later when cinnamaldehyde is the starting compound (Figure 7).

The mercury resivoir was adjusted along with stopcock E to fill the gas burets (# 1 and 2 ) and bring the pressure to one atmosphere according to the manometer (# 3). Substrate was injected and stirring begun by way of stirrer (# 4). The reaction was kept at atmospheric pressure by changing the mercury level in the gas burets. This allowed the reaction to be followed by the change in hydrogen volume. Samples were withdrawn from the reaction vessel by syringe and analyzed by Gas chromatography. 2.

S. MILLMAN AND G. V. SMITH . Carothers and Adams (4) They found acetal formation to be extensive in these solvents and in the case of benzaldehyde the acetal formation stopped the reduction. Adams (5) reported the same problem in the hydrogenation of cinnamaldehyde in methanol and ethanol. Adams (5) also investigated the effect of additives on the hydrogenation of cinnamaldehyde and found that over platinium catalysts cinnamaldehyde could be made to spontaneously stop upon absorption of one equivalent of hydrogen with added iron (II) and Zinc to give 100% cinnamyl alcohol.

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Catalysis in Organic Syntheses 1977 by Gerard V. Smith


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