Details
| Original language | English |
|---|---|
| Pages (from-to) | 3375-3380 |
| Number of pages | 6 |
| Journal | Advanced Synthesis and Catalysis |
| Volume | 355 |
| Issue number | 17 |
| Publication status | Published - 13 Nov 2013 |
Abstract
A continuous flow protocol for the preparation of the tricyclic antidepressant (TCA) amitriptyline is reported. The advantages of flow chemistry when handling organometallic agents as well as when performing reaction with gases are demonstrated. Continuous multilithiation combined with carboxylation and the Parham cyclization, a Grignard addition and thermolytic water elimination by inductive heating are key features of the multistep protocol.
Keywords
- amitriptyline, antidepressants, carboxylation, flow chemistry, inductive heating, lithiation, Parham cyclization
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemistry(all)
- Organic Chemistry
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In: Advanced Synthesis and Catalysis, Vol. 355, No. 17, 13.11.2013, p. 3375-3380.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Multiple organolithium generation in the continuous flow synthesis of amitriptyline
AU - Kupracz, Lukas
AU - Kirschning, Andreas
PY - 2013/11/13
Y1 - 2013/11/13
N2 - A continuous flow protocol for the preparation of the tricyclic antidepressant (TCA) amitriptyline is reported. The advantages of flow chemistry when handling organometallic agents as well as when performing reaction with gases are demonstrated. Continuous multilithiation combined with carboxylation and the Parham cyclization, a Grignard addition and thermolytic water elimination by inductive heating are key features of the multistep protocol.
AB - A continuous flow protocol for the preparation of the tricyclic antidepressant (TCA) amitriptyline is reported. The advantages of flow chemistry when handling organometallic agents as well as when performing reaction with gases are demonstrated. Continuous multilithiation combined with carboxylation and the Parham cyclization, a Grignard addition and thermolytic water elimination by inductive heating are key features of the multistep protocol.
KW - amitriptyline
KW - antidepressants
KW - carboxylation
KW - flow chemistry
KW - inductive heating
KW - lithiation
KW - Parham cyclization
UR - http://www.scopus.com/inward/record.url?scp=84888295275&partnerID=8YFLogxK
U2 - 10.1002/adsc.201300614
DO - 10.1002/adsc.201300614
M3 - Article
AN - SCOPUS:84888295275
VL - 355
SP - 3375
EP - 3380
JO - Advanced Synthesis and Catalysis
JF - Advanced Synthesis and Catalysis
SN - 1615-4150
IS - 17
ER -