Ethanol → HCID 9978476, compound

HRID 2085594Notes

Reaction equation

HRID 2085594 reaction equation
C([O:3][C:4](=[O:32])/[CH:5]=[C:6](\[CH3:31])/[CH:7]=[CH:8]/[C@@H:9]1[CH2:11][C@@:10]1([C:13]1[CH:14]=[C:15]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[CH3:30])[C:16]2[O:20][CH2:19][C:18]([CH3:22])([CH3:21])[C:17]=2[CH:23]=1)[CH3:12])C.C(O)C.[OH-].[Na+].O>C(#N)C>[CH3:21][C:18]1([CH3:22])[C:17]2[CH:23]=[C:13]([C@@:10]3([CH3:12])[CH2:11][C@H:9]3/[CH:8]=[CH:7]/[C:6](/[CH3:31])=[CH:5]/[C:4]([OH:32])=[O:3])[CH:14]=[C:15]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[CH3:30])[C:16]=2[O:20][CH2:19]1

Participants

6

Reactant 4

HCID 702EthanolHCID 962WaterHCID 14798Sodium HydroxideHCID 10432859HCID 10432859, compound2×

Product 1

HCID 9978476HCID 9978476, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Following General Procedure H and using 5-[(1S, 2S)-2-(3,3-dimethyl-7-o-tolyl-2,3-dihydro-benzofuran-5-yl)-2-methyl-cyclopropyl]-3-methyl-penta-2E,4E-dienoic acid ethyl ester (Compound 25, 0.096 g, 0.22 mmol), ethanol (20 mL), and 5M aqueous sodium hydroxide (5 mL) followed by preparative reverse phase HPLC using 10% water in acetonitrile as the mobile phase, the title compound was obtained (0.044 g, 45%) as a white solid.

Sources & evidence

ORD record
ord-24669ece05774beba5974da47b1493db
Source dataset
uspto-grants-2004_04
Patent number
US06720423B2

Reaction notes

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