반응 #46203

반응 방정식

1-(benzofuran-5-yl)cyclopropanecarboxylic acid

→

1-(2,3-dihydrobenzofuran-5-yl)cyclopropanecarboxylic acid

수율 47.0%

용매

MeOH

반응 조건

후처리

1. 1
   기타The stirred reaction mixture
2. 2
   여과The reaction mixture was filtered
3. 3
   기타The solvent was evaporated under vacuum
4. 4
   기타to afford the crude product, which
5. 5
   기타was purified by preparative HPLC

실험 절차

To a solution of 1-(benzofuran-5-yl)cyclopropanecarboxylic acid (700 mg, 3.47 mmol) in MeOH (10 mL) was added PtO2 (140 mg, 20%) at room temperature. The stirred reaction mixture was hydrogenated under hydrogen (1 atm) at 10° C. for 3 days. The reaction mixture was filtered. The solvent was evaporated under vacuum to afford the crude product, which was purified by preparative HPLC to give 1-(2,3-dihydrobenzofuran-5-yl)cyclopropanecarboxylic acid (330 mg, 47%). 1H NMR (400 MHz, CDCl3) δ 7.20 (s, 1H), 7.10 (d, J=10.8 Hz, 1H), 6.73 (d, J=11.2 Hz, 1H), 4.57 (t, J=11.6 Hz, 2H), 3.20 (t, J=11.6 Hz, 2H), 1.67-1.63 (m, 2H), 1.25-1.21 (m, 2H).

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