Ethyl 4-chloroacetoacetate → HCID 68902517, compound

4-Bromoresorcinol (15.12 g, 80 mmol) and ethyl 4-chloroacetoacetate (16.2 mL, 0.12 mmol) were stirred in 80 mL of conc. H2SO4 for six days. The reaction mixture was poured into crushed ice with stirring and the slurry stirred for 30 min. The crude product was then filtered and washed with cold water. It was then dissolved in ethyl acetate and washed with water, 5% aqueous sodium bicarbonate solution, water and saturated brine solution and dried over anhydrous Na2SO4. The ethyl acetate layer was concentrated to about 15 mL and the slurry cooled for 30 min and filtered to get the product (52%). The characterization data were consistent with the proposed structure.

1. additionThe reaction mixture was poured
2. custominto crushed ice
3. stirringthe slurry stirred for 30 min
4. filtrationThe crude product was then filtered
5. washwashed with cold water
6. dissolutionIt was then dissolved in ethyl acetate
7. washwashed with water, 5% aqueous sodium bicarbonate solution, water and saturated brine solution
8. dry with materialdried over anhydrous Na2SO4
9. concentrationThe ethyl acetate layer was concentrated to about 15 mL
10. temperaturethe slurry cooled for 30 min
11. filtrationfiltered

ORD record

ord-3cd251208ad94b1cbc2993962deeece8

Source dataset

uspto-grants-2009_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07507859B2