ChemicalBook CAS DataBase List 3-BENZOFURANCARBOXYLIC ACID, 2,3-DIHYDRO-

3-BENZOFURANCARBOXYLIC ACID, 2,3-DIHYDRO- synthesis

5synthesis methods

Product Name:3-BENZOFURANCARBOXYLIC ACID, 2,3-DIHYDRO-
CAS Number:39891-55-9
Molecular formula:C9H8O3
Molecular Weight:164.16

methyl 2,3-dihydro-1-benzofuran-3-carboxylate

39891-56-0
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3-BENZOFURANCARBOXYLIC ACID, 2,3-DIHYDRO-

39891-55-9
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Yield:-

Reaction Conditions:

with water;sodium hydroxide in tetrahydrofuran;methanol at 20; for 0.5 h;

Steps:

34A 2,3-dihydrobenzofuran-3-carboxylic acid

A solution of methyl 2,3-dihydrobenzofuran-3-carboxylate (CAS No.39891-56-0) (67 mg, 0.376 mmol) in tetrahydrofuran (1.5 mL) and methanol (1.5 mL) was treated with 1 M aqueous NaOH (1 mL, 1.000 mmol), stirred at room temperature for 30 minutes, and partitioned between methyl tert-butyl ether (50 mL) and aqueous 1 M HCl (10 mL).
The methyl tert-butyl ether layer was washed with brine, dried (MgSO₄), filtered, and concentrated to provide the title compound. ¹H NMR (400 MHz, CDCl₃) δ ppm 7.41 (d, J=7.5 Hz, 1H), 7.23-7.18 (m, 1H), 6.91 (t, J=7.5 Hz, 1H), 6.84 (d, J=8.1 Hz, 1H), 4.92 (dd, J=9.3, 6.4 Hz, 1H), 4.67 (t, J=9.5 Hz, 1H), 4.37 (dd, J=9.6, 6.4 Hz, 1H).

References:

US2018/244640,2018,A1 Location in patent:Paragraph 0967

496-16-2 Synthesis