Sodium Hydroxide → HCID 59270963, compound

Participants

Reaction Conditions

Reaction Steps

An oven-dried, magnetically stirred, 500 mL RBF was charged with a solution of LiAlH4 (2.2 g, 0.038 mol) in 100 mL freshly distilled THF. Then, THF solution of compound 11 (15.0 g, 0.023 mol) was added dropwise over 0.5 hours. After the reaction was maintained for 2 hours at 80° C., 1 N NaOH was slowly added. The organic phase was separated and extracted with chloroform. The organics were then dried over Na2SO4 and filtered. The solvent was evaporated to give the crude product. The resulting crude product was then purified by silica gel column chromatography (eluent: chloroform:ethyl acetate=1:50 v/v) to yield 13.2 g (92%) of (3,4,5-tris(4-(9H-carbazol-9-yl)butoxy)phenyl)methanol (Compound 12).

Provenance & Evidence