Hydrochloric Acid → Methyl 2-(2-hydroxyphenyl)butanoate

Participants

Reaction Conditions

Reaction Steps

To a solution of diisopropylamine (0.46 mL) in THF (3 mL) at 0° C. was added 1.6M BuLi in hexane (2.01 mL). After stirring for 30 minutes at 0° C., 2.74 mL of this solution was added to a solution of methyl (2-trimethylsilyloxyphenyl)acetate from Step 1, (357 mg) in THF (5 mL) at 0° C. After 20 minutes, ethyl iodide (0.144 mL) was added and the mixture was stirred for 18 hours at r.t. Then, 2 mL of 1N HCl was added and the resulting mixture was stirred for 30 minutes, extracted with EtOAc, washed twice with brine, dried over MgSO4, filtered, and evaporated to dryness, giving the title compound.

Provenance & Evidence