Sodium Hydroxide → [2-(4-Chloro-phenyl)-2,4,5,6-tetrahydro-cyclopentapyrazol-3-yl]-cyclohexyl-acetic acid

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Reaction Steps

A solution of [2-(4-chloro-phenyl)-2,4,5,6-tetrahydro-cyclopentapyrazol-3-yl]-cyclohexyl-acetic acid ethyl ester (1 g, 2.6 mmol; example 1.3) in MeOH (56 ml) and 4 N aqueous NaOH (9.7 ml, 39 mmol) was stirred at ambient temperature for 14 h. The solvent was removed under reduced pressure, ice water/TBME 1/1 was added and the layers were separated. The aqueous layer was extracted one more time with TBME. The aqueous layer was acidified with 1 N aqueous HCl solution and extracted two times with iPrOAc. The combined extracts were washed with ice water/brine 1/1 and dried over Na2SO4. After filtration the solvent was removed under reduced pressure to give the title compound (570 mg, 1.59 mmol; 61%) as yellow oil which was sufficiently pure to be used in the next step. MS: m/e=359.2 [M+H+].

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