[C:1]([OH:13])(=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10]>C(Cl)Cl>[C:1]([O:13][C:5]([CH3:6])=[CH2:4])(=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([O:11][C:2]([CH3:3])=[CH2:1])=[O:10]Azelaic acid (100 grams, 0.53 mole), methylene chloride (500 ml.) and mercuric acetate (18.2 grams, 0.057 mole) are treated with 1 ml. of boron trifluoride etherate, and propyne gas is bubbled through the mixture for 3 hours. Solid sodium bicarbonate (5 grams) is added, and the mixture is filtered free of solids and metallic mercury.
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