反应详情

A 0.65 g portion of methyl 5-amino-2,4-dimethoxybenzoate was dissolved in a mixture solvent of 1.5 ml of water and 10 ml of acetone, and 1.3 ml of concentrated hydrochloric acid was added thereto, followed by dropwise addition of 0.23 g of sodium nitrite dissolved in 1 ml of water under ice-cooling and subsequent stirring for a while. Next, 0.35 g of cuprous chloride was added and the mixture was warmed up to room temperature. After completion of the reaction, insoluble matter was filtered and the resulting residue was mixed with water, extracted with ethyl acetate and then washed with water and saturated brine. After drying over anhydrous sodium sulfate, the solvent was evaporated under a reduced pressure and the resulting residue was purified by silica gel column chromatography (chloroform:methanol=500:1-40:1) to give 0.56 g of methyl 5-chloro-2,4-dimethoxybenzoate.

1. additionwas added
2. temperaturecooling
3. customAfter completion of the reaction, insoluble matter
4. filtrationwas filtered
5. additionthe resulting residue was mixed with water
6. extractionextracted with ethyl acetate
7. washwashed with water and saturated brine
8. dry with materialAfter drying over anhydrous sodium sulfate
9. customthe solvent was evaporated under a reduced pressure
10. customthe resulting residue was purified by silica gel column chromatography (chloroform:methanol=500:1-40:1)