Direct N-alkylation of aromatic amines using a microflow reactor: Enhancement of selectivity and reactivity

Yong Sung Choi, Yoon Jung Kim, Liu Lan Shen, Yong Sup Lee, Jin Hyun Jeong

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

A simple and highly atom-economical method for the direct N-alkylation of aromatic amines by using a microflow reactor was developed to overcome the problem of over-alkylation. In the developed method, high-yield conversion (up to 100%) was achieved in a relatively short reaction time. The ratio of mono- to di-benzylated products (3.57:1) was higher than that achieved with batch reactions conducted in a 1 L scale flask (0.87:1). The structural features of the microflow reactor meant that short-chain alkyl halides could be converted into products with high reactivity and selectivity under superheating conditions, although their boiling point was much lower than the reaction temperature. This method was successfully applied to the synthesis of a range of secondary amines including an intermediate of indobufen synthesis.

Original languageEnglish
Article numberst-2014-u1017-l
Pages (from-to)970-974
Number of pages5
JournalSynlett
Volume26
Issue number7
DOIs
Publication statusPublished - 2015 Apr 1

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Alkylation
Amines
Boiling point
Atoms
Temperature
indobufen

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

Choi, Yong Sung ; Kim, Yoon Jung ; Shen, Liu Lan ; Lee, Yong Sup ; Jeong, Jin Hyun. / Direct N-alkylation of aromatic amines using a microflow reactor : Enhancement of selectivity and reactivity. In: Synlett. 2015 ; Vol. 26, No. 7. pp. 970-974.
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Direct N-alkylation of aromatic amines using a microflow reactor : Enhancement of selectivity and reactivity. / Choi, Yong Sung; Kim, Yoon Jung; Shen, Liu Lan; Lee, Yong Sup; Jeong, Jin Hyun.

In: Synlett, Vol. 26, No. 7, st-2014-u1017-l, 01.04.2015, p. 970-974.

Research output: Contribution to journalArticle

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