Water → HCID 86675539, compound

Participants

Reaction Steps

10 mmol of ethyl 4-(mercaptomethyl)-2-methyl-1,3-thiazole-5-carboxylate was dissolved in 100 ml of dried tetrahydrofuran, then 42 ml of 0.5M SDBBA solution was gradually added with keeping the temperature at −30 to −20° C. After the adding, the reaction was carried out for 4 hours at −20° C. Then 20 ml of water was added into the reaction system to stop the reaction and then an organic layer was separated. To the remaining water phase, sodium hydrogen carbonate was added until the pH of the water phase reached a value of 8 to 9. The product was extracted and separated into an organic layer using ethyl acetate. This organic layer and the previous organic layer were mixed together and dried under sodium sulfate. The solvent was evaporated out and then the product was purified using a column separation with solvents of ethylacetate and hexane, obtaining 4-(mercaptomethyl)-2-methyl-1,3-thiazole-5-carbaldehyde.

Provenance & Evidence