tert-Butyl 4-(bromomethyl)benzoate

tert-butyl p-(bromomethyl) Benzoate is a synthetic intermediate useful for pharmaceutical synthesis.WARNING This product is not for human or veterinary use.

tert-Butyl 4-(bromomethyl)benzoate is an intermediate in the synthesis of the acaricide azithromycin.

To a solution of substituted toluene in carbon tetrachloride were added N-bromosuccinimide (1.1 equiv) and 2,2'-azobis(isobutyronitrile) (0.15 equiv). The mixture was refluxed, then filtered and concentrated. The residue was purified by silica gel column chromatography to give tert-Butyl 4-(bromomethyl)benzoate.

[1] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 10, p. 3156 - 3172
[2] Angewandte Chemie - International Edition, 2007, vol. 46, # 46, p. 8869 - 8871
[3] Journal of Medicinal Chemistry, 1989, vol. 32, # 3, p. 709 - 715
[4] Patent: CN108329259, 2018, A. Location in patent: Paragraph 0047; 0052
[5] European Journal of Medicinal Chemistry, 2018, vol. 152, p. 175 - 194