반응 #40607

반응 방정식

5-aminoindane

ethyl 3-chloropropionate

potassium carbonate

→

title compound

수율 71.0%

3-(Indan-5-ylamino)-propionic acid ethyl ester

수율 71.0%

반응 조건

후처리

1. 1
   온도After cooling to room temperature (rt)
2. 2
   추출the mixture was extracted into ethyl acetate (EtOAc)
3. 3
   세척washed with water, brine
4. 4
   건조dried with sodium sulfate (Na2SO4)
5. 5
   기타Removal of the solvent and chromatography on silica
6. 6
   세척eluting with EtOAc/hexanes (1:20-1:10

실험 절차

To a mixture of 5-aminoindane (5 g, 37.6 mmol), ethyl 3-chloropropionate (4.7 mL, 37.6 mmol) and potassium carbonate (5.2 g, 37.6 mmol) was added tetrabutylammonium bromide (200 mg). The mixture was stirred at 100° C. for 16 hours. After cooling to room temperature (rt), the mixture was extracted into ethyl acetate (EtOAc), washed with water, brine and then dried with sodium sulfate (Na2SO4). Removal of the solvent and chromatography on silica, eluting with EtOAc/hexanes (1:20-1:10, v/v), gave 6.2 g (71%) of the title compound. 1H NMR (300 MHz, CDCl3) δ (ppm): 7.03 (d, J=7.6 Hz, 1H), 6.55 (s, 1H), 6.43 (d, J=7.6 Hz, 1H), 4.15 (q, 2H), 3.86 (br, 1H), 3.43 (t, 2H), 2.82 (m, 4H), 2.60 (t, 2H), 2.06 (m, 2H), 1.27 (t, 3H).

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