Lithium hydride → 4-(4-Ethoxyphenyl)-2-fluoro-4-methylpent-2-enol

HRID 1418061Notes

Reaction equation

HRID 1418061 reaction equation
[F:1][C:2](=[CH:7][C:8]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH3:19])=[CH:13][CH:12]=1)([CH3:10])[CH3:9])[C:3](OC)=[O:4].[H-].[Li+]>C(OCC)C>[CH2:18]([O:17][C:14]1[CH:15]=[CH:16][C:11]([C:8]([CH3:9])([CH3:10])[CH:7]=[C:2]([F:1])[CH2:3][OH:4])=[CH:12][CH:13]=1)[CH3:19]

Participants

4

Reactant 2

HCID 62714Lithium hydrideHCID 54191630Methyl 2-fluoro-4-(4-ethoxy-phenyl)-4-methylpent-2-enoate

Product 1

HCID 536921534-(4-Ethoxyphenyl)-2-fluoro-4-methylpent-2-enolYield 90%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The method of Example 6 was repeated using methyl 2-fluoro-4-(4-ethoxy-phenyl)-4-methylpent-2-enoate (Example 4) (0.2 g), diethyl ether (15 ml) and lithium hydride (0.1 g) to yield the title compound (0.16 g, 90%).

Sources & evidence

ORD record
ord-447b5bac63ac4362b88372f90bb8017a
Source dataset
uspto-grants-1999_03
Patent number
US05880162

Reaction notes

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