Abstract : Chalcone and its derivatives are known for their biological activities such as antibacterial, anticancer, antioxidant, and anti-inflammatory. This research conducted a synthesis of chalcone derivatives, namely 4-dimethylamino-4-hydroxy chalcone (DMAHC), 4-dimethylamino benzal acetone (DMAB), and 6-fluoro-2-chloro-4-hydroxy chalcone (FCHC) by grinding technique. The grinding technique was successfully carried out with zero solvents to minimize waste production. Claisen-Schmidt condensation reaction with NaOH as a base catalyst was employed in this study to synthesize chalcone compounds. The grinding process was succesfully applied in a very short time, approximately 15 minutes. The derivative products, DMAHC, DMAB, and FCHC, were produced in the form of yellow solids with melting points of 67, 65, and 189°C with yields of 46.32, 33.49, and 26.55%, respectively. FTIR spectrophotometer characterized a sharp absorption in around 1660 cm-1 as a typical absorption of the C=O carbonyl functional group of chalcone derivatives. The analysis results with 1H-NMR showed the appearance of proton absorption in the chemical shift (δ) between 7.6 and 7.8 ppm as the proton absorption of the alkene group (-CH=CH-) from chalcone derivatives.