p-Toluenesulfonic acid → (5S)-4-Methyl-4-azaspiro[2.4]heptane-5-methanol

Participants

Reaction Conditions

Reaction Steps

To a mixture of (5S)-4-methyl-5-((tetrahydro-2H-pyran-2-yloxy)methyl)-4-azaspiro[2.4]heptane (64 mg, 0.284 mmol) in 10 mL of methanol was added 4-methyl-benzenesulfonic acid (97.8 mg, 0.568 mmol, Aldrich). The reaction mixture was stirred at 50° C. overnight, and then concentrated in vacuo. The residue was treated with 10 mL of saturated Na2CO3 aqueous solution, and extracted with dichloromethane (20 mL×3). The combined organic phases were dried over Na2SO4 and concentrated in vacuo to give the desired product as yellow oil (32 mg, 80%).

Provenance & Evidence