Ethyl Acetate → 4-Amino-7-bromo-indan-5-carboxylic acid methyl ester

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Reaction Steps

Add N-bromosuccinimide (1.99 g, 11.2 mmol) to 4-amino-indan-5-carboxylic acid methyl ester (2.15 g, 11.2 mmol) (Example 48, Step 3) in acetic acid (13 mL). Stir the mixture at room temperature for 48 h. Pour the mixture into ice water and add ethyl acetate. Separate the layers and wash the organic phase with saturated NaHCO3 and brine and dry over sodium sulfate. Remove the solvent under reduced pressure to afford the title compound (3.10 g, quantitative). MS (ES+): 271 (M+H).

Provenance & Evidence