Benzyl Bromide → Benzyl 1-(3,4-dichlorobenzyl)-4-oxo-4,5,6,7-tetrahydroindole-2-carboxylate

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Reaction Steps

1-(3,4-Dichlorobenzyl)-4-oxo-4,5,6,7-tetrahydroindole-2-carboxylic acid (1.32 g) and benzyl bromide (0.68 g) was stirred in DMF (10 mL) over potassium carbonate (0.48 g) for 18 hours. The DMF was removed in vacuo and the residue was dissolved in ethyl acetate (50 mL). The organic solution was washed with 2M HCl and dried over MgSO4. The solvents were removed in vacuo to afford the title compound as a pale solid (1.63 g, 97%), NMR d(CDCl3) 2.20 (2H, di), 2.50 (2H, t), 2.70 (2H, t), 5.21 (2H, m), 5.55 (2H, s), 6.80 (1H, d), 7.10 (1H,s), 7.35(6H, s), 7.50(1H, s); M/z(+)430, 428 (M+).

Provenance & Evidence