Methanol → (+/-)-2-(1-methyl-2,3-dihydro-1H-inden-1-yl)acetic acid

Participants

Reaction Steps

To a solution of the product from Example 131A (0.47 g, 2.1 mmol) in tetrahydrofuran (6 mL), water (3 mL), and methanol (6 mL) was added 5N NaOH aqueous solution (2.1 mL, 10.8 mmol). After stirring at room temperature for 4 hours, the reaction mixture was concentrated to half the volume, diluted with water (10 mL), washed with methylene chloride (10 mL), acidified to pH˜2 with aqueous 3N HCl solution, and extracted with methylene chloride (3×15 mL). The combined organic extracts were washed with H2O (50 mL), brine (50 mL), dried over MgSO4, filtered, and concentrates under reduced pressure to obtain 0.32 g of the title compound. MS (DCI/NH3) m/z 208 (M+NH4)+

Provenance & Evidence