[OH:1][C:2]1[C:10]([CH:11]=O)=[CH:9][C:5]2[CH:6]=[CH:7][O:8][C:4]=2[C:3]=1[O:13][CH3:14].[C:15]([CH2:17][C:18]([O:20]CC)=[O:19])#N.[OH-:23].[Na+].Cl>O>[O:23]=[C:15]1[C:17]([C:18]([OH:20])=[O:19])=[CH:11][C:10]2[CH:9]=[C:5]3[CH:6]=[CH:7][O:8][C:4]3=[C:3]([O:13][CH3:14])[C:2]=2[O:1]1The aldehyde of Example 5 (192 mg., 1 mmole) in 1 ml. of water was added to a solution of ethyl cyanoacetate (125 mg., 1.1 mmole) in 1 ml. of water containing 200 mg. of sodium hydroxide. The mixture was stirred at room temperature for 20 hours then treated with 8 ml. of 2N HCl under reflux for 30 minutes. After cooling, the product was isolated by centrifugation followed by crystallization from ethanol to yield a yellow solid, m.p. 227°-228°.
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