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Amide reduction : ウィキペディア英語版
Amide reduction
Amide reduction in chemistry is the organic reduction of amides. The main reaction product in this functional group interconversion is an amine. The reducing agents able to affect this reaction include lithium aluminium hydride,〔Example: Organic Syntheses, Coll. Vol. 4, p.339 (1963); Vol. 39, p.19 (1959). (Link )〕〔Example: Organic Syntheses, Coll. Vol. 4, p.354 (1963); Vol. 33, p.32 (1953). (Link )〕〔Example: Organic Syntheses, Coll. Vol. 4, p.564 (1963); Vol. 36, p.48 (1956). (Link )〕〔Example: Organic Syntheses, Coll. Vol. 6, p.382 (1988); Vol. 54, p.88 (1974). (Link )〕〔Example: Organic Syntheses, Coll. Vol. 7, p.41 (1990); Vol. 61, p.24 (1983). (Link )〕 lithium borohydride in mixed solvents of tetrahydrofuran and methanol, and catalytic hydrogenation (requires high temperatures and pressures).
:

N,N-disubstituted amides can be reduced to aldehydes by using an excess of the amide:
:R(CO)NRR' + LiAlH4 → RCHO + HNRR'
With further reduction the alcohol is obtained.
Some amides can be reduced to aldehydes in the Sonn-Müller method.
==Hydrosilylation==
A well known method for amide reduction is hydrosilylation with silyl hydrides and a suitable catalyst based on Rh, Ru, Pt, Pd, Ir, Os, Re, Mn, Mo, In, or Ti.
Iron catalysis by triiron dodecacarbonyl in combination with polymethylhydrosiloxane has been reported.

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