2-Ethylhexyl methacrylate → 3-Ethoxy-4-hydroxymandelic acid

Participants

Reaction Steps

7 ml of THF and 16 ml of dimethylketene methyltrimethylsilylacetal as an initiator were mixed under an argon gas atmosphere, and stirred for 30 minutes. 0.64 g of tetrabutylammonium m-chlorobenzene catalyst dissolved in 1 ml of acetonitrile was added, and the mixture was stirred for 2 hours. 53.1 ml of trimethylsilyl methacrylate and 4.9 ml of 2-ethylhexyl methacrylate dissolved in 10 ml of THF were added in droplets. After performing the reaction for 2 hours, 9.8 ml of 2-ethylhexyl methacrylate dissolved in 5 ml of THF was added slowly. After performing the reaction for 3 hours, 7.6 g of 4-methoxybenzaldehyde were added to substitute the terminal end of the hydrophobic moiety. After stirring for 12 hours, 120 ml of methanol was added, heated to reflux for 6 hours, and then the solvent was removed under reduced pressures. The resulting solid was dried in a vacuum oven for 24 hours to obtain light yellow EHMA/MAA//EHMA-4-methoxylphenyl block copolymer powders.

Provenance & Evidence