Aluminium lithium hydride → HCID 67002857, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of Lithium aluminium hydride (2.3 grams, 60.5 mmol) in tetrahydrofuran (20 mL) was added a solution of 2-bromo-5-(indole-1-sulfonyl) benzoic acid (17.64 grams, 46.42 mmol) (obtained from preparation 1) in tetrahydrofuran (30 mL) maintaining mass temperature at 0-5° C. The reaction mass was stirred at 0-5° C. for 4 hours. The progress of the reaction was followed by TLC. After completion of the reaction, the reaction mass was cooled to −10° C. Water (20 mL) was added water slowly under nitrogen atmosphere. The reaction mass was diluted further with water (300 mL) and filtered through hyflow bed. The clear filtrate was extracted with ethyl acetate (4×100 mL). The combined organic layer was washed with brine solution (2×50 mL), water (2×50 mL) and dried over anhydrous sodium sulphate and was concentrated under reduced pressure. The residual mass was purified by column chromatography, the eluent system being ethyl acetate and hexane (2:8) to obtain 6.025 gram the title product.

Provenance & Evidence