𝔖 Bobbio Scriptorium
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A one-pot synthesis of ibuprofene involving three consecutive steps of superbase metalation

✍ Scribed by Ferenc Faigl; Manfred Schlosser

Book ID
104225468
Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
145 KB
Volume
32
Category
Article
ISSN
0040-4039

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✦ Synopsis

A one-pot reaction sequence consisting of three consecutive metalation and electrophilic substitution stages leads to 2-(4isobutylphenyl)propanoic acid with 52% over-all yield. A crucial step is the alkylation of deprotonatedp-ethyltoluene with isopropyl bromide. In general terms, set-alkyl halides and benzyl or ally1 type alkalimetal reagents undergo coupling reactions with surprising ease.

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