2-BENZYLOXY-5-BROMO-BENZOIC ACID

To a solution of 10a (18 g, 45.3 mmol) in methanol (50 mL) was added a solution of sodium hydroxide (7.25 g, 181 mmol) in water (20.00 mL). The mixture was heated to 60 °C for 2 hrs. Solvent was removed and the residue was diluted with water, and then washed with EA. The aqueous layer was acidified with 4N HCl solution to pH=3, then extracted with EA. The organic phase was washed with water and brine, dried over NaGeneral procedure: To a solution of 10a (520 mg, 1.116 mmol) in THF (25 mL) stirred at room temperature wasadded a solution of lithium hydroxide (468 mg, 11.16 mmol) in water (25 mL). The reactionmixture was stirred for 16 hours. THF was evaporated and the residue was acidified to pH = 2 by2N HCl. The mixture was then extracted by ethyl acetate (20 mL*3). The combined organicfractions were concentrated to give the title compound 11a (350 mg) as a light yellow solid.

Molecular Weight:307.14
XLogP3:3.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:305.98916
Monoisotopic Mass:305.98916
Topological Polar Surface Area:46.5
Heavy Atom Count:18
Complexity:276
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes