Ethanol → HCID 10251354, compound

HRID 2085592Notes

Reaction equation

HRID 2085592 reaction equation
C([O:3][C:4](=[O:33])/[CH:5]=[C:6](\[CH3:32])/[CH:7]=[CH:8]/[C@@H:9]1[CH2:11][C@@:10]1([C:13]1[CH:14]=[C:15]([C:24]2[C:29]([CH3:30])=[CH:28][CH:27]=[CH:26][C:25]=2[CH3:31])[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+]>CCCCCC>[CH3:30][C:29]1[CH:28]=[CH:27][CH:26]=[C:25]([CH3:31])[C:24]=1[C:15]1[C:16]2[O:20][CH2:19][C:18]([CH3:22])([CH3:21])[C:17]=2[CH:23]=[C:13]([C@@:10]2([CH3:12])[CH2:11][C@H:9]2/[CH:8]=[CH:7]/[C:6](/[CH3:32])=[CH:5]/[C:4]([OH:33])=[O:3])[CH:14]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 10456142HCID 10456142, compound

Product 1

HCID 10251354HCID 10251354, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Following General Procedure H and using 5-{(1S, 2S)-2-[7-(2,6-dimethyl-phenyl)-3,3-dimethyl-2,3-dihydro-benzofuran-5-yl]-2-methyl-cyclopropyl}-3-methyl-penta-2E,4 Edienoic acid ethyl ester (Compound 23, 0.109 g, 0.24 mmol), ethanol (15 mL), and 5M aqueous sodium hydroxide (1 mL) followed by flash column chromatography using 25% in hexane as the eluent, and reverse phase HPLC, the title compound was obtained (0.049 g, 50%) as a white solid.

Sources & evidence

ORD record
ord-0000a5a1d03b4832b89065c211ac4234
Source dataset
uspto-grants-2004_04
Patent number
US06720423B2

Reaction notes

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