4-Benzofurancarboxylic acid, 7-amino-2,3-dihydro-, methyl ester synthesis

5synthesis methods

Product Name:4-Benzofurancarboxylic acid, 7-amino-2,3-dihydro-, methyl ester
CAS Number:1280665-55-5
Molecular formula:C10H11NO3
Molecular Weight:193.2

4-Benzofurancarboxylic acid, 7-nitro-, methyl ester

620604-44-6
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4-Benzofurancarboxylic acid, 7-amino-2,3-dihydro-, methyl ester

1280665-55-5
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Yield:1280665-55-5 62%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol at 20 - 30; under 2280.15 Torr; for 16 h;Cooling with ice;

Steps:

1.6

Step 6 Methyl 7-amino-2,3-dihydrobenzofuran-4-carboxylate; Methyl 7-nitrobenzofuran-4-carboxylate 1f (820 mg, 3.70 mmol) was dissolved in 150 mL of methanol in an ice-water bath, added with (164 mg, 10%) palladium /carbon, methanol (0.3 mL). The resulting solution was subjected to hydrogenation for 16 hours at 3 atmosphere at room temperature. The resulting mixture was filtered and washed with 50 mL of methanol, concentrated under reduced pressure. The crude residue was recrystallised by the mixture solvent of 25 mL ethyl acetate and n-hexane (V/V = 1:4) to obtain the title compound methyl 7-amino-2,3-dihydrobenzofuran -4-carboxylate 1g (446 mg, yield: 62.0%) as a gray solid. MS m/z (ESI): 194.1 [M+1]

References:

EP2481739,2012,A1 Location in patent:Page/Page column 20

619-14-7 Synthesis