Acetone → [(3S)-6-({2',6'-dimethyl-4'-[3-(methylsulfonyl)propoxy]biphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetic acid hydrate

Participants

Reaction Conditions

Reaction Steps

To [(3S)-6-({2′,6′-dimethyl-4′-[3-(methylsulfonyl)propoxy]biphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetic acid (15.0 g) were added acetone (30 mL) and water (10.5 mL) for dissolution therein. Activated carbon (0.45 g) was added, and the mixture was stirred at 45° C. for 10 min. The insoluble material was removed by filtration and washed with acetone (7.5 mL). Water (3 mL) was added dropwise to the filtrate, and the mixture was allowed to cool to room temperature. Seed crystal was added, and the mixture was stirred for 30 min. At 20° C., water (9 mL) and water (15 mL) was respectively added over 1 hr, and the mixture was stirred at 10° C. for 1 hr. The precipitated crystals were collected by filtration, and washed with a mixed solution (30 mL) of acetone.water (1:1) and then water (30 mL). The obtained crystals were dried at 30° C. under reduced pressure (1.5−3.0 kPa) to give [(3S)-6-({2′,6′-dimethyl-4′-[3-(methylsulfonyl)propoxy]biphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetic acid hydrate as crystals (14.4 g). 100% ee.

Provenance & Evidence