[O:1]1[C:5]2=[CH:6][CH:7]=[CH:8][C:9]([NH2:10])=[C:4]2[CH2:3][CH2:2]1.CO.[CH:13](I)([CH3:15])[CH3:14]>C(N(CC)CC)C>[CH:13]([NH:10][C:9]1[CH:8]=[CH:7][CH:6]=[C:5]2[O:1][CH2:2][CH2:3][C:4]=12)([CH3:15])[CH3:14]To a solution of 19.7 g. of 2,3-dihydro-4-benzofuranamine in 150 ml. of methanol is added 11 ml. of isopropyliodide and 15.5 ml. of triethylamine. The solution is refluxed for 40 hours and then concentrated in vacuo. The resultant oil is extracted and combined, filtered through Celite, and the ether removed in vacuo to give an oil of N-isopropyl-2,3-dihydro-4-benzofuranamine.
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