Diisobutylaluminum hydride → HCID 86707577, compound

Participants

Reaction Steps

2.90 g (8.32 mmol) 3-(4,4″-dihydroxy-[1,1′;3′,1″]terphenyl-5′-yl)-propionic acid methyl ester are dissolved in THF, and 55 ml (55 mmol) of a 1 M solution of DIBAL-H in toluene are added dropwise under cooling. The cooling is removed and the mixture is stirred overnight at RT. After addition of 3 ml isopropanol the mixture is poured onto ice/water, acidified with 2 M hydrochloric acid and extracted three times with MTB ether. The combined organic layers are washed with sat. aq. sodium chloride solution and dried over sodium sulfate. The solvent is removed in vacuo and the residue is filtered through silica gel with toluene/ethylacetate (2:1). 5′-(3-hydroxy-propyl)-[1,1′;3′,1″]terphenyl-4,4″-diol is obtained as colourless solid.

Provenance & Evidence