4-Chlorobutyryl chloride is a chloroacyl chloride. It undergoes coupling with 4-carboxyphenylboronic acid under standard Suzuki coupling conditions [Pd(PPh3)4, Na2CO3, DME/H2O] to give 2′-methyl-4′-(2-oxo-1-pyrrolidinyl)biphenyl-4-carboxylic acid. Synthesis of 4-chlorobutyryl chloride using γ-butyroctone has been reported.3
4-Chlorobutyryl chloride may be used in the radiosynthesis of (11)C-levetiracetam, a potential marker for PET imaging of SV2A expression. It may be used in the preparation of N-chloroacyl-6-O-triphenylmethylchitosans.
An efficient synthetic route was developed for the mild chloroacylation of chitosan with different chloroacyl chlorides. Full N-chloroacylation was obtained with this procedure without any O-acylation, and products having lower degrees of substitution can also be produced. Organo-soluble 6-O-triphenylmethylchitosan was...
Multikilogram-scale synthesis of a biphenyl carboxylic acid derivative using a Pd/C-mediated suzuki coupling approach.
Ennis DS, et al.
Organic Process Research & Development, 3(4), 248-252 (1999)
The multistep preparation of (11)C-levetiracetam ((11)C-LEV) was carried out by a one-pot radiosynthesis with 8.3 ± 1.6% (n = 8) radiochemical yield in 50 ± 5.0 min. Briefly, the propionaldehyde was converted to propan-1-imine in situ as labeling precursor by...
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