Sodium Hydroxide → HCID 57871397, compound

Participants

Reaction Conditions

Reaction Steps

Treat 7-{1-[4-(3,3-dimethyl-2-oxobutoxy)-3-methylphenyl]-1-ethylpropyl}naphthalene-2-carboxylic acid methyl ester (1.1 g, 2.4 mmol) in THF (15 mL) and MeOH (30 mL) with 2N NaOH (6.0 mL, 12.0 mmol) and heat to 55° C. for 16 h. Then concentrate the reaction mixture and dilute the residue with CH2CL2 and water (50 mL each). Acidify the mixture to pH 1 using 1N HCl. Discard the aqueous layer and wash the organic layer with brine. Dry the organic layer over Na2SO4, filter and concentrate the filtrate. Purify by silica gel radial chromatography (2:98 MeOH:CH2CL2 to 10:90 MeOH:CH2CL2) to give the title compound as a yellow solid (0.96 g, 90%). MS (ES) m/e 447 (M+1).

Provenance & Evidence