Cyanoborohydride supported on an anion exchange resin as a selective reducing agent

Robert O. Hutchins, Nicholas R. Natale, Ira M. Taffer

Research output: Contribution to journalArticlepeer-review

46 Scopus citations

Abstract

Ion-exchange resin bound cyanoborohydride provides a successful and convenient reagent for a variety of reductions with the added advantages of ease of work up and resin retention of cyanide.

Original languageEnglish
Pages (from-to)1088-1089
Number of pages2
JournalChemical Communications
Issue number24
DOIs
StatePublished - 1978

Funding

However, this does not ad- ml of acetonitrile and filtered. The solvent was removed versly affect the attractiveness of the reagent since other under reduced pressure, 20% NaOH added, and the solution functional groups (i.e.NO,, CN, carbonyl, alkenes) remain extracted ( x3) with ether, from which was isolated (dis-unaltered at this temperature in neutral or basic media. tillation) 1-25g (84%) of NN-dimethyl-l-phenylethy-The procedure for the dimethylation of l-phenylethy-lamine. lamine is typical. A slurry of resin (6-0g, 20 mmol We thank Ventron Corporation for financial support and BH,CN-) in a solution of l-phenylethylamine (1.21 g, generous gifts of chemicals. 10mmol) and 37% formalin (4m1, 50mmol) in 15 ml of acetonitrile was stirred at 25 "C for 45 min, 1 ml of acetic acid was added, and stirring continued for 20 h total.

Funder number
1.21 g

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