4-Acetamido-3-hydroxybenzoic acid synthesis

9synthesis methods

Product Name:4-Acetamido-3-hydroxybenzoic acid
CAS Number:10098-40-5
Molecular formula:C9H9NO4
Molecular Weight:195.17

6-Benzoxazolecarboxylic acid, 2-Methyl-, Methyl ester

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10098-40-5
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$85.00/50mg

Yield: 100%

Reaction Conditions:

Stage #1:methyl 2-methyl-1,3-benzoxazole-6-carboxylate with methanol;potassium hydroxide;water in tetrahydrofuran at 20; for 1.08333 h;
Stage #2: with hydrogenchloride in tetrahydrofuran;methanol;water; pH=2.5

Steps:

13a.2
Step 2: 2-Methylbenzord1oxazole-6-carboxyric acid (139); [0742] A solution of compound 138 (920 mg, 4.815 mmol) in THF: MeOH (30 mL of a 1 :1 solution) was treated with a solution of potassium hydroxide (0.698 g, 17.86 mmol) in H₂O (15 mL). The reaction mixture was stirred for 65 min at room temperature then quenched with INHCl (18 mL, 18.6 mmol) (final pH of 2.5), THF was removed under reduced pressure and the remaining aqueous solution was cooled to -78 ⁰C and lyophilized to give compound 139 (940 mg, quantitative).

References:

METHYLGENE INC. WO2007/118137, 2007, A1 Location in patent:Page/Page column 109