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ChemicalBook CAS DataBase List 5-BROMO-2-HYDROXY-3-METHOXYBENZOIC ACID
35090-76-7

5-BROMO-2-HYDROXY-3-METHOXYBENZOIC ACID synthesis

2synthesis methods
-

Yield:35090-76-7 70%

Reaction Conditions:

with sodium hypochlorite;aminosulfonic acid in tetrahydrofuran;water at 20; for 3 h;

Steps:

355.A EXAMPLE 355; 5-Bromo-2,3-Bis[(2-Chlorophenyl)Methoxy]Benzoic Acid

EXAMPLE 355 5-Bromo-2,3-Bis[(2-Chlorophenyl)Methoxy]Benzoic Acid A solution of 5-bromo-2-hydroxy-3-methoxybenzaldehyde (1.03 g, 4.33 mmol) and sulfamic acid (563 mg, 5.78 mmol) in THF:H2O (1:2, 15.9 ML) was treated dropwise with a solution of sodium hypochlorite (519 mg, 4.59 mmol) in water (2.6 ML) and the resulting orange solution stirred at room temperature for 3.0 h.The mixture was treated with 5 % KHSO4 (6.6 ML), extracted with EtOAc (2*70 ML) and the organic phase was washed with brine (14 ML), dried (MgSO4) and concentrated to give a light brown solid.Trituration of the crude product with CH2Cl2:hexane (1:1, 10 ML) and hexane (10 ML) gave the title compound as a light brown solid (753 mg, 70%), mp 195-198° C. LC/MS gave the correct molecular ion [(M-H)-=245] for the desired compound.

References:

US2003/225091,2003,A1 Location in patent:Page 63

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