Lithium Hydroxide → HCID 73507791, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 2-(tert-butoxy)-2-[4-(3,4-dihydro-2H-1-benzopyran-6-yl)-1-methyl-3-phenyl-1H-pyrazol-5-yl]acetate (2c) (48 mg, 0.11 mmol) in a 1/1 mixture of tetrahydrofurane/methanol (2 mL) was added a solution of lithium hydroxide (11 mg, 0.44 mmol) in water (0.25 mL). The mixture was stirred at 65° C. for 2 hours. TLC analysis showed no more starting material. The mixture was concentrated under reduced pressure. Water (0.5 mL) and ethyl acetate (2 mL) were added to the residue. The aqueous layer was acidified with 1M hydrochloric acid until pH 5 and extracted with ethyl acetate (3×2 mL). The organic layer was dried over sodium sulfate and concentrated under reduced pressure to provide 2-(tert-butoxy)-2-[4-(3,4-dihydro-2H-1-benzopyran-6-yl)-1-methyl-3-phenyl-1H-pyrazol-5-yl]acetic acid (example 2) (40 mg, 0.095 mmol, 85%) as a white solid.

Provenance & Evidence