Hydrochloric Acid → HCID 86701156, compound

Participants

Reaction Steps

To a mixture of 1.17 g of 1-(tert-butoxycarbonyl)-5-chloro-2,3-dihydro-1H-indole-2-carboxylic acid and 23 mL of tetrahydrofuran was added dropwise 15.7 mL of a 1 M solution of a borane-tetrahydrofuran complex in tetrahydrofuran under ice-cooling, followed by warming to room temperature and stirring overnight. After ice-cooling again, 15 mL of 1 M hydrochloric acid was added dropwise thereto, followed by extraction with chloroform. The obtained organic layer was washed with water, a saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to obtain 1.18 g of tert-butyl 5-chloro-2-(hydroxymethyl)-2,3-dihydro-1H-indole-1-carboxylate as a pale yellow solid.

Provenance & Evidence