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4-AMINO-3-CHLORO-2-FLUOROBENZOIC ACID synthesis

2synthesis methods
Benzoic acid, 4-amino-3-chloro-2-fluoro-, methyl ester

875145-53-2
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4-AMINO-3-CHLORO-2-FLUOROBENZOIC ACID

194804-88-1
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Yield:194804-88-1 92%

Reaction Conditions:

Stage #1: C8H7ClFNO2with sodium hydroxide in tetrahydrofuran;methanol;water; for 16 h;
Stage #2: with hydrogenchloride in tetrahydrofuran;methanol;water;

Steps:

8.b

b) Compound 8.3 To a solution of aniline 8.2 (29.5 mg, 145 μmol) in THF (5 mL) and MeOH (4 mL) was added an aqueous 1 N NaOH solution (4 mL). After 16 h aqueous 1 N HCl (25 mL) was added and the mixture was extracted several times with EtOAc. The combined organic layers were successively washed with water and brine, dried (MgSO4), filtered and concentrated under reduced pressure to give compound 8.3 (25.4 mg, 92% yield) as a beige solid.

References:

US2006/25480,2006,A1 Location in patent:Page/Page column 12

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