Aldehyde From acid

ALDEHYDES BY OXIDATION OF TERMINAL OLEFINS WITH CHROMYL CHLORIDE 2,4,4-TRIMETHYL-PENTANAL, 51, 4 ALDEHYDES FROM ACID CHLORIDES BY MODIFIED ROSENMUND REDUCTION 3,4,5—TRIMETHOXYBENZ-ALDEHYDE, 51, 8 ALDEHYDES FROM ACID CHLORIDES BY REDUCTION OF ESTER MESYLATES WITH SODIUM BOROHY-DRIDE CYCLOBUTANECARBOXAL-DEHYDE, 51, 11... 

Of the methods used for converting amides to aldehydes the one utilizing lithium triethoxyaluminohydride is most universal, can be applied to many types of amides and gives highest yields. In this way it parallels other methods for the preparation of aldehydes from acids or their derivatives (p. 148). 

ALDEHYDES FROM ACID CHLORIDES BY MODIFIED ROSENMUND REDUCTION ... 

In the boron series, an analog of the alkoxyaluminum hydrides, viz. sodium trimethoxyborohydride (sodium trimethoxyhydroborate), has been shown to give aldehydes from acid chlorides but only in poor yield.2 As an exception, other workers found that the same reducing agent at -80 °C afforded the aldehyde (8) in 85% yield from the corresponding acid chloride. ... 

Synthesis of ketones and aldehydes from acid chlorides (or esters) via reaction of N-methoxy-N-methylamides with a Grignard or organolithium reagent (see 1 edition). 

Neqifihi. E. Swanson, D.R. Miller, S.R. Tetrahedron Lett., 1988, 29.1631. SECTION 47 ALDEHYDES FROM ACID DERIVATIVES... 

The following scheme summarizes how lithium tri-rcrr-butoxyaluminum hydride and DIBAL-H can be used to synthesize aldehydes from acid derivatives ... 

Reductive Methods.—Aldehydes from Acid Equivalents. In a two-step process which formally constitutes a reduction, carboxylic acids are first reduced to the corresponding alkyl borate ester by the borane-dimethyl sulphide complex, which in turn is oxidized in high overall yield to the aldehyde [equation (1)]. ... 

Reductive Methods.—Aldehydes from Acid Derivatives. Acid chlorides are reduced to aldehydes by sodium borohydride in the presence of cadmium(il)... 

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