3 4 5 trimethoxybenzaldehyde

All solvents used for FCC and reactions were purchased from POCH (Poland). Dichloromethane (DCM), ethyl acetate (AcOEt), hexane, toluene, diethyl ether (Et₂O), and acetone were purified by fractional distillation.. All inorganic compounds were purchased from ChemPure (Poland) and used without prior purification. 2-Chloro-N,N-dimethylethylamine hydrochloride (99%), 1,3-acetonedicarboxylic acid (tech. grade), glutaraldehyde (50% wt.% in H₂O), methylamine hydrochloride (≥98%), 4-fluorobenzaldehyde (98%), 4-chlorobenzaldehyde (97%), 4-bromobenzaldehyde (99%), 4-nitrobenzaldehyde (98%), 4-(trifluorometyl)benzaldehyde (97%), 4-methoxybenzaldehyde (≥98%), 3-methoxybenzaldehyde (≥97%), 3,4-dimethoxybenzaldehyde (99%), 3,4,5-trimethoxybenzaldehyde (98%), and vanillin (≥97%) were obtained from Merck and used without prepurification.

Tert-butyl acrylate (t-BA) (Alfa Aesar, 99%) and n-butyl acrylate (n-BA) (Alfa Aesar, Ward Hill, MA, USA, 98%) were passed through the neutral Al₂O₃ (Fluka, Buchs, Switzerland) column to remove the inhibitor. Copper(I) bromide (Aldrich, San Diego, CA, USA, 98%), ethyl 2-bromopropionate (EBP) (Aldrich, 98%), N, N, N′, N″, N″-pentamethyldiethylenetriamine (PMDETA) (Acros, Geel, Belgium, 98%), butanone (Fisher Chemical, Hampton, NH, USA, 99%), isopropyl alcohol (Macron, Dunkirk, France), and 3,4,5-trimethoxybenzaldehyde, 98% (Alfa-Aesar) and 1,4-dioxane (Merck, Boston, MA, USA, 99%), HCl (Valerus, Sofia, Bulgaria, 36%), dimethylformamide (DMF) (Merck, 99.9%), methanol (Acros), tetrahydrofuran (THF) (Macron) were used as received.