6-Oxaspiro[2.5]octane-1-carboxylic acid synthesis

Yield:909406-73-1 35 mg

Reaction Conditions:

with water;lithium hydroxide in tetrahydrofuran;methanol at 0 - 20; for 12 h;

Steps:

To a solution of ester B-6a (50 mg, 0.271 mmol) in (2: 1: 1) of THF (3 mL), MeOH (1.5 mL) and water (1.5 mL) was added LiOH (65.0 mg, 2.71 mmol) at 0 °C and stirred for 12 h at room temperature. Then the reaction mixture was cooled to 0 °C and adjusted the pH of the reaction mixture to (~3) with 1.5N HC1 solution. Then the reaction mixture was extracted with DCM (2x50 mL) and the organic later was washed with brine (25 mL), dried over Na₂S0₄, filtered, and concentrated under reduced pressure to obtain Cap B-6 (35 mg) as a color less liquid.^XH NMR (CDC1₃, δ = 7.26 ppm, 300 MHz): δ 3.83-3.68 (m, 4 H), 1.85-1.81 (m, 2 H), 1.62-1.42 (m, 3 H) 1.21 (t, J = 6.4, 1 H), 1.07-1.01 (m, 1 H).

References:

WO2015/5901,2015,A1 Location in patent:Page/Page column 625; 626