[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:9][C:10]([CH:12]1[CH2:17][CH2:16][N:15]([C:18]([C:20]2([C:23]([F:26])([F:25])[F:24])[CH2:22][CH2:21]2)=O)[CH2:14][CH2:13]1)=O)C.O>C(OC)(C)(C)C>[F:25][C:23]([F:24])([F:26])[C:20]1([CH2:18][N:15]2[CH2:14][CH2:13][CH:12]([CH2:10][OH:9])[CH2:17][CH2:16]2)[CH2:21][CH2:22]1Lithium aluminum hydride (208 g, 5.0 eq) is suspended in 3.9 L of methyl tert-butyl ether and the suspension is stirred for 10 min. A solution of 1-(1-trifluoromethyl-cyclopropanecarbonyl)-piperidine-4-carboxylic acid ethyl ester (260 g, 0.93 mol) in 1.3 L of methyl tert-butyl ether is added dropwise at <30° C. The mixture is refluxed for 20 h and cooled to 0˜10° C. 500 mL of water are added at 0˜10° C. and the mixture is stirred for 30 min. The suspension is filtered and the cake is washed with 1.8 L of methyl tert-butyl ether. The filtrate is concentrated to ˜3 L of volume at <35° C. under vacuum. The solvent is displaced with tetrahydrofuran (1.0 L×2) and concentrated to provide 212 g of the title compound in 96.8% purity.
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