Mild N-dealkylation of tertiary, benzylic amines with acid chlorides: Application to solid-phase chemistry

Tetrahedron Letters

Volumn 39, Issue 21, 1998, Pages 3429-3432

  Miller, Michael W ^a   Vice, Susan F ^a   McCombie, Stuart W ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; BENZILIC ACID DERIVATIVE; TERTIARY AMINE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; DEALKYLATION; ELECTRON TRANSPORT; SOLID PHASE EXTRACTION;

EID: 0032554975     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00584-X     Document Type: Article

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24. For example, the reaction of piperidine 1a with 1-naphthoyl chloride (1.2 -1.5 eq.) is complete in 0.5 h. The analogous reaction with piperazine 3a is only ∼ 50% complete after 2 hours (∼98% complete after 8 hours;).
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