Hydrochloric Acid → 3-Methyl-1(3H)-isobenzofuranone

100.96 g of 2-acetylbenzoic acid (3-1) was dissolved in 500 ml of aqueous solution of 41.37 g of potassium hydroxide, to which 20.35 g of sodium boron hydride was added little by little at a room temperature. The resulting mixture was stirred at a room temperature for 2 days, and thereafter, the resulting mixture was adjusted to pH 1 with concentrated hydrochloric acid and extracted with chloroform. The resulting organic layer was dried over anhydrous sodium sulfate, and thereafter, the solvent was distilled off under reduced pressure. The resulting residue was purified by distilling under reduced pressure (117-121° C./3-5 mmHg) to obtain 86.45 g of 3-methylphthalide (3-2).

1. additionwas added little by little at a room temperature
2. extractionextracted with chloroform
3. dry with materialThe resulting organic layer was dried over anhydrous sodium sulfate
4. distillationthe solvent was distilled off under reduced pressure
5. customThe resulting residue was purified
6. distillationby distilling under reduced pressure (117-121° C./3-5 mmHg)

ORD record

ord-6ea82aaa0dad49ea80f1af01fc666e6a

Source dataset

uspto-grants-2003_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06525066B2