Ethanol → HCID 10341969, compound

HRID 2085598Notes

Reaction equation

HRID 2085598 reaction equation
C([O:3][C:4](=[O:33])/[CH:5]=[C:6](/[CH:8]=[CH:9]/[C@@H:10]1[CH2:12][C@@:11]1([C:14]1[CH:15]=[C:16]([C:25]2[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=2)[C:17]2[O:21][CH2:20][C:19]([CH3:23])([CH3:22])[C:18]=2[CH:24]=1)[CH3:13])\[CH3:7])C.C(O)C.[OH-].[Na+].O>C(#N)C>[CH3:32][O:31][C:28]1[CH:27]=[CH:26][C:25]([C:16]2[C:17]3[O:21][CH2:20][C:19]([CH3:23])([CH3:22])[C:18]=3[CH:24]=[C:14]([C@@:11]3([CH3:13])[CH2:12][C@H:10]3/[CH:9]=[CH:8]/[C:6](/[CH3:7])=[CH:5]/[C:4]([OH:33])=[O:3])[CH:15]=2)=[CH:30][CH:29]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 962WaterHCID 14798Sodium HydroxideHCID 10433707HCID 10433707, compound2×

Product 1

HCID 10341969HCID 10341969, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Following General Procedure H and using (E)-3-((E)-2-{(1S, 2S)-2-[7-(4-methoxy-phenyl)-3,3-dimethyl-2,3-dihydro-benzofuran-5-yl]-2-methyl-cyclopropyl}-vinyl)-but-2-enoic acid ethyl ester (Compound 31, 0.041 g, 0.09 mmol), ethanol (5 mL), and 5M aqueous sodium hydroxide followed by preparative reverse phase HPLC using 10% water in acetonitrile as the mobile phase, the title compound was obtained (0.026 g, 65%).

Sources & evidence

ORD record
ord-29ca986700764a02a59f830c2e024561
Source dataset
uspto-grants-2004_04
Patent number
US06720423B2

Reaction notes

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