Lithium Hydroxide → HCID 10698648, compound

Participants

Reaction Steps

To a solution in methanol (8 mL) and THF (4 mL) of 2,2-dimethyl-3,3-bis(4-(2-quinolylmethoxy)phenyl)propionic acid methyl ester (0.4 g, 0.69 mmol), prepared as in step 2, was added LiOH.H2O (4 ml, 4 mmole, 1M solution) dropwise, and the mixture was stirred overnight after which an additional 2 mL of the LiOH solution was added and the mixture was stirred an additional 24 hours. The mixture was concentrated to dryness, acidified with excess 0.5M citric acid, diluted with water and extracted with ethyl acetate (3×50 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. 1 o Purification by chromatography on silica gel (7% MeOH/CH2Cl2) provided 0.16 g (40%) of 2,2-dimethyl-3,3-bis(4-(2-quinolylmethoxy)phenyl)propionic acid as a white solid: mp 124°-127° C. Anal. Calc'd. for C37H32 N2O4 : C, 78.14; H, 5.67; N 4.92. Found C, 77.45; H, 5.74; N, 4.67.

Provenance & Evidence