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Organic Process Research & Development

Organic Process Research & Development

IF: 3.1
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A Quantitative Assay of Sodium Triacetoxyborohydride

Published:7 August 2019 DOI: 10.1021/acs.oprd.9b00215
Michael J. Zacuto*, Joseph Perona, Robert Dunn

Abstract

Sodium triacetoxyborohydride (STAB) is a common reducing agent with potency that degrades over time and is not uniformly assigned. A simple assay based on an aldehyde reduction has been developed to determine the active borohydride content of this reagent. The HPLC assay yield of a salicylaldehyde reduction has been shown to accurately determine this potency and has been validated against the H2 evolution method as well as yields obtained from a reductive amination. The use of these assay data to adjust the STAB charge as well to optimize a reductive amination has been demonstrated.

Synthesis

4-Formylmorpholine
4-Chlorobenzyl chloride
4-(4-CHLOROBENZYL)MORPHOLINE

Substances (3)

Related products
Procduct Name CAS Molecular Formula Supplier Price
Sodium triacetoxyborohydride 56553-60-7 C6H10BNaO6 727 suppliers $10.00-$8250.00
Salicylaldehyde 90-02-8 C7H6O2 545 suppliers $7.62-$4312.12
Hydrogen 1333-74-0 H2 129 suppliers $190.00-$6551.74

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