(4-Bromo-2-formylphenoxy)acetic acid

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(4-Bromo-2-formylphenoxy)acetic acid Basic information
Product Name:(4-Bromo-2-formylphenoxy)acetic acid
Synonyms:AKOS B005879;2-(4-bromo-2-formylphenoxy)acetic acid;2-(4-bromo-2-methanoyl-phenoxy)ethanoic acid;Acetic acid, 2-(4-bromo-2-formylphenoxy)-;3-Pyridinecarboxylicacid,2,7-dimethyl-,methylester;(4-Bromo-2-formylphenoxy)acetic acid
CAS:24589-89-7
MF:C9H7BrO4
MW:259.05
EINECS:
Product Categories:
Mol File:24589-89-7.mol
(4-Bromo-2-formylphenoxy)acetic acid Structure
(4-Bromo-2-formylphenoxy)acetic acid Chemical Properties
Boiling point 413.6±30.0 °C(Predicted)
density 1.699±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka2.96±0.10(Predicted)
Safety Information
Hazard Codes Xn
Risk Statements 22
HazardClass IRRITANT
MSDS Information
(4-Bromo-2-formylphenoxy)acetic acid Usage And Synthesis
Synthesis
AKOS B005891

51336-47-1

(4-BROMO-2-FORMYLPHENOXY)ACETIC ACID

24589-89-7

Ethyl (4-bromo-2-formylphenoxy)acetate (60 g, 0.209 mol) was added to a mixture of LiOH (7.5 g, 0.31 mol), THF (250 mL) and water (100 mL) and stirred for 24 h at room temperature. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure and the residue was acidified to pH=2 with 1.5 N HCl. The resulting solid precipitate was filtered and dried to afford (4-bromo-2-formylphenoxy)acetic acid (50 g, 94% yield).

References[1] Patent: WO2004/7491, 2004, A1. Location in patent: Page 51
[2] Organic Letters, 2015, vol. 17, # 23, p. 5824 - 5827
[3] European Journal of Medicinal Chemistry, 1999, vol. 34, # 12, p. 1061 - 1070
(4-Bromo-2-formylphenoxy)acetic acid Preparation Products And Raw materials
Raw materialsBromoacetic acid-->AKOS B005891-->5-Bromosalicylaldehyde-->Water-->Tetrahydrofuran-->Lithium hydroxide
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