Volume 20, Issue 36
Preparative Organic Chemistry
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ChemInform Abstract: Optimization of the Reaction Conditions Using a NADH Model Grafted on a Merrifield Type Resin.

G. DUPAS

G. DUPAS

Inst. Rech. Chim. Org. Fine Heterocycl., CNRS, Inst. Natl. Sci. Appl. Rouen, F-76131 Mont-Saint-Aignan, Fr.

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A. DECORMEILLE

A. DECORMEILLE

Inst. Rech. Chim. Org. Fine Heterocycl., CNRS, Inst. Natl. Sci. Appl. Rouen, F-76131 Mont-Saint-Aignan, Fr.

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J. BOURGUIGNON

J. BOURGUIGNON

Inst. Rech. Chim. Org. Fine Heterocycl., CNRS, Inst. Natl. Sci. Appl. Rouen, F-76131 Mont-Saint-Aignan, Fr.

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G. QUEGUINER

G. QUEGUINER

Inst. Rech. Chim. Org. Fine Heterocycl., CNRS, Inst. Natl. Sci. Appl. Rouen, F-76131 Mont-Saint-Aignan, Fr.

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First published: September 5, 1989

Abstract

The synthesis of reducing agent (I), 1,4-dihydronicotinamide grafted on a Merrifield resin, through quaternization of nicotinamide with the Merrifield resin in refluxing MeCN followed by Na2S2O4 reduction, is described.

ChemInform Abstract

The synthesis of reducing agent (I), 1,4-dihydronicotinamide grafted on a Merrifield resin, through quaternization of nicotinamide with the Merrifield resin in refluxing MeCN followed by Na2S2O4 reduction, is described. The reaction conditions of reagent (I) are optimized with respect to the solvent and the catalyst amount. The substrate used for these studies is the aldehyde (II). The reagent (I) is more sensitive to traces of water than free NADH models such as (III). However in hyper-dry conditions, reagent (I) is very much more stable and more efficient.

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