[O:1]=[C:2]1[C:10]2[C:5](=[C:6]([CH3:17])[C:7]([CH3:16])=[C:8]([O:11][CH2:12][C:13]([OH:15])=[O:14])[CH:9]=2)[C:4](=[O:18])[CH:3]1[CH2:19][CH3:20].[BH4-].[K+].Cl>O>[OH:1][CH:2]1[C:10]2[C:5](=[C:6]([CH3:17])[C:7]([CH3:16])=[C:8]([O:11][CH2:12][C:13]([OH:15])=[O:14])[CH:9]=2)[CH:4]([OH:18])[CH:3]1[CH2:19][CH3:20]A stirred suspension of (1,3-dioxo-2-ethyl-4,5-dimethyl-6-indanyloxy)acetic acid (5.52 g., 0.02 mole) in water (200 ml.) is cooled to 5° C. and treated with a solution of potassium borohydride (4.0 g., 0.075 mole) in water (200 ml.) during a 1 hour period. The reaction is stirred for one hour then acidified with hydrochloric acid affording (1,3-dihydroxy-2-ethyl-4,5-dimethyl-6-indanyloxy)acetic acid.
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