Ethanol → (4-((Tert-butyldimethylsilyl)oxy)phenyl)methanol

Participants

Reaction Steps

To a dry 250 ml round bottom flask was added 2.5 mg of 4, to which was added 100 ml of ethanol. NaBH4 (794 mg) was slowly added thereto and the reaction stirred for 30 minutes. NH4Cl (sat'd solution) was carefully added to the reaction to quench excess NaBH4, and the reaction then diluted with 125 ml water. The mixture was extracted with ether and the organic layers combined and washed with brine. The organic layers were again collected and the solvent removed in vacuo to yield the product 6.

Provenance & Evidence