反应详情

A mixture of 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]-α,α-dimethylphenylacetic acid, prepared in accordance with Example 13, and 300 mg of NaBH4 in 25 mL of CH3OH is stirred overnight at room temperature. The mixture is then concentrated in vacuo. The residue is partitioned between EtOAc and H2O. The aqueous portion is treated with concentrated HCl until pH 6, then extracted with EtOAc. The organics are concentrated in vacuo. The residue is dissolved in EtOAc, filtered, and concentrated in vacuo to an oil. The oil is dissolved in CH3OH and concentrated to a solid. The solid is slurried with EtOAc, filtered, and rinsed with EtOAc to afford 4-[4-[4-hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-α,α-dimethylphenylacetic acid.

1. concentrationThe mixture is then concentrated in vacuo
2. customThe residue is partitioned between EtOAc and H2O
3. additionThe aqueous portion is treated with concentrated HCl until pH 6
4. extractionextracted with EtOAc
5. concentrationThe organics are concentrated in vacuo
6. dissolutionThe residue is dissolved in EtOAc
7. filtrationfiltered
8. concentrationconcentrated in vacuo to an oil
9. dissolutionThe oil is dissolved in CH3OH
10. concentrationconcentrated to a solid
11. filtrationfiltered
12. washrinsed with EtOAc