2-Methoxyethanol → tert-Butyl 4-tert-butyl-3-(2-methoxyethoxy)phenyl carbonate

Participants

Reaction Conditions

Reaction Steps

To a tetrahydrofuran (THF) (3 ml) solution of tert-butyl 4-tert-butyl-3-hydroxyphenyl carbonate (J. Org. Chem. 2001, 66, 3435) (266 mg, 1.0 mmol), 2-methoxy-ethanol (83 μL, 1.1 mmol) and triphenylphosphine (275 mg, 1.1 mmol) were added diethyl azodicarboxylate (DEAD) (165 μl, 1.1 mmol) and the mixture was stirred for 3 hours at 50° C. The solvent was removed under reduced pressure to give a residue, which was applied to a silica gel chromatography column and eluted with ethyl acetate/hexane=1/19 to furnish 0.23 g (71% yield) of the title compound as a yellow oil.

Provenance & Evidence