《Pd(OH)2/C, a Practical and Efficient Catalyst for the Carboxylation of Benzylic Bromides with Carbon Monoxide》 was published in Organic Process Research & Development in 2020. These research results belong to Wakuluk-Machado, Anne-Marie; Dewez, Damien F.; Baguia, Hajar; Imbratta, Miguel; Echeverria, Pierre-Georges; Evano, Gwilherm. Electric Literature of C7H6BrCl The article mentions the following:
A simple, efficient, cheap, and broadly applicable system for the carboxylation of benzylic bromides with carbon monoxide and water is reported. Upon simple reaction with only 2.5 wt % of Pearlman’s catalyst and 10 mol % of tetrabutylammonium bromide in THF at 110°C for 4 h, a range of benzylic bromides can be smoothly converted to the corresponding arylacetic acids in good to excellent yields after simple extraction and acid-base wash. The reaction was found to be broadly applicable, scalable, and could be successfully extended to the use of ex situ-generated carbon monoxide and applied to the synthesis of the nonsteroidal anti-inflammatory drug diclofenac. The experimental part of the paper was very detailed, including the reaction process of 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Electric Literature of C7H6BrCl)
1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) may be used to synthesize 1-(4-chlorobenzyl)-2-(pyrrolidin-1-yl-methyl)-1H-benzimidazole dihydrochloride.Electric Literature of C7H6BrCl It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics