HCID 89422926, compound → HCID 71284318, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-(benzyloxy)-1-methyl-1H-indole-5-carbaldehyde (4.57 g, 17.22 mmol) in THF (60 mL) at −78° C. was slowly added a solution of n-PrMgCl (2M Et2O, 13.00 mL, 26 mmol). The mixture was stirred at this temperature for 15 min and then allowed to warm to 0° C. After 1 h the reaction was quenched with NH4Cl (aqueous saturated, 50 mL) and the product was extracted with EtOAc (3×100 mL). The combined organics were washed with NaCl (aqueous saturated, 100 mL) and dried over Na2SO4. The solvents were concentrated to yield 1-(4-(benzyloxy)-1-methyl-1H-indol-5-yl)butan-1-ol as an oil which was used directly in the next step without purification.

Provenance & Evidence