Methyl 5-BroMo-2-hydroxy-3-propionylbenzoate synthesis

Yield:91099-82-0 95.5%

Reaction Conditions:

aluminium trichloride in water;

Steps:

R.4 Synthesis of methyl 5-bromo-3-propionylsalicylate STR24

REFERENCE EXAMPLE 4 Synthesis of methyl 5-bromo-3-propionylsalicylate STR24 A 80.1 g (0.60 mole) quantity of anhydrous aluminum chloride was added in small amounts with stirring to a mixture of 46.2 g (0.20 mole) of methyl 5-bromosalicylate and 46.3 g (0.50 mole) of propionyl chloride. The resulting mixture was maintained at room temperature and was heated at 80° C. to undergo reaction for 7 hours. After cooling, water was added in small amounts to the reaction mixture to decompose the same. The solution was extracted with chloroform. After removing the solvent, the extract was subjected to distillation at reduced pressure to recover 11.5 g of the unreacted material (at 100° to 118° C. and 3 mmHg). The residue was purified with methanol to give 41.2 g of pale yellow needle-like crystals, methyl 5-bromo-3-propionylsalicylate, M.P. 106.0° to 108.0° C. in a yield of 95.5% based on the consumed amount of the methyl 5-bromosalicylate.

References:

US4634768,1987,A