Sodium Carbonate → HCID 53940446, compound

Participants

Reaction Steps

To a solution of 5-t-butyldiphenylsilyloxy-1-(2-hydroxyethyl)-3,4-dihydronaphthalene (1.0 g) in CH2Cl2 (30 ml) were added Na2CO3 (290 mg) and m-chloroperbenzoic acid (750 mg) at 0° C. After being stirred for 2 hours, the solvent was removed in vacuo. The residue was extracted with ethyl acetate. The mixture was washed with 1N-HCl solution, sat. NaHCO3, and brine, dried over MgSO4, and evaporated in vacuo. The residue was dissolved into tetrahydrofuran (20 ml) and LiAlH4 (200 mg) was added at 0° C. After being stirred for 2 hours, the reaction was quenched by saturated potassium sodium tartrate solution. After filtration, the solvent was removed, and the residue was purified by chromatography on silica gel to afford (cis)-5-t-butyldiphenylsilyloxy-1-(2-hydroxyethyl)-2-hydroxy-1,2,3,4-tetrahydronaphthalene (1.1 g).

Provenance & Evidence