Sodium Hydroxide → 3,5-Dimethoxy-2-methylbenzoic acid

Solid methyl 3,5-dimethoxy-2-methylbenzoate (5.83 g J. C. S. Perkin I, 1973, 2853.) was dissolved in methanol (80 ml). A solution of aqueous sodium hydroxide (10%, 80 ml) was added and the solution stirred at room temperature for 1 hour. The reaction was then concentrated under reduced pressure to approximately half of the original volume before adding aqueous hydrochloric acid (200 ml). The white precipitate that formed was extracted with ethyl acetate (2×250 ml). The combined extracts were dried over anhydrous magnesium sulphate, filtered and concentrated under reduced pressure to give the sub-title compound as a colourless solid (5.41 g).

1. concentrationThe reaction was then concentrated under reduced pressure to approximately half of the original volume
2. additionbefore adding aqueous hydrochloric acid (200 ml)
3. customThe white precipitate that formed
4. extractionwas extracted with ethyl acetate (2×250 ml)
5. dry with materialThe combined extracts were dried over anhydrous magnesium sulphate
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure

ORD record

ord-ee05be8afb2648b5b6c8bf33c4ac0236

Source dataset

uspto-grants-2001_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06303659B2