Benzyltrimethylammonium hydroxide → 2-Methylpentane

Participants

Reaction Conditions

Reaction Steps

2-Naphthalene ethanol (3 g) was treated with benzyltrimethylammonium hydroxide (Triton B®; 198 uL of a 40% solution in methanol). The methanol was removed by evaporation and residue azeotroped with toluene (×2). THF (5 ml) was added. The mixture was cooled to 0° C. and tert Butyl acrylate (2.45 g) added slowly. The mixture was stirred for 4 days. The majority of the THF was removed by evaporation, and the residue purified using silica column chromatography, eluting with isohexane, then 2:1 isohexane:ethyl acetate to give the sub-titled compound (4.96 g).

Provenance & Evidence