Hydrochloric Acid → (e)-[4-[3-(4-Chlorophenyl)-3-[4-[3-[4-(hydroxymethyl)piperidin-1-yl]propynyl]phenyl]allyloxy]-2-methylphenoxy]acetic acid

The above ester (210 mg, 0.37 mmol) was dissolved in a mixture of tetrahydrofuran (5 mL) and methanol (2 mL). A solution of lithium hydroxide monohydrate (36 mg, 0.73 mmol) in water (2 mL) was added and the mixture was stirred for 2 h at ambient temperature. The reaction mixture was diluted with water (15 mL) and acidified with 2 M hydrochloric acid to pH˜6. A saturated solution of ammonium chloride (5 mL) was added and the mixture was extracted with ethyl acetate (4×15 mL). The organic extracts were washed with 10% aqueous solution of ammonium chloride (2×20 mL) and brine (2×15 mL), dried with anhydrous magnesium sulfate and subsequently evaporated in vacuo. The residue was triturated with hexanes (2×10 mL) yielding the title compound as amorphous solid.

1. extractionthe mixture was extracted with ethyl acetate (4×15 mL)
2. washThe organic extracts were washed with 10% aqueous solution of ammonium chloride (2×20 mL) and brine (2×15 mL)
3. dry with materialdried with anhydrous magnesium sulfate
4. customsubsequently evaporated in vacuo
5. customThe residue was triturated with hexanes (2×10 mL)

ORDレコード

ord-c13027dfb3cb4197a9e2d420f0574cd2

出典データセット

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08551993B2