Aluminium lithium hydride → 4-(4-Chlorophenyl)-2-fluoro-4-methylpent-2-enol

HRID 1418060Notes

Reaction equation

HRID 1418060 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:17])([CH3:16])[CH:9]=[C:10]([F:15])[C:11](OC)=[O:12])=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([CH3:17])([CH3:16])[CH:9]=[C:10]([F:15])[CH2:11][OH:12])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 54161401Methyl 4-(4-chlorophenyl)-2-fluoro-4-methylpent-2-enoate

Product 1

HCID 537910454-(4-Chlorophenyl)-2-fluoro-4-methylpent-2-enolYield 92%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The method of Example 6 was repeated using methyl 4-(4-chlorophenyl)-2-fluoro-4-methylpent-2-enoate (Example 3) (0.56 g), diethyl ether (20 ml) and lithium aluminium hydride (0.21 g) to yield the title compound (0.35 g, 92%).

Sources & evidence

ORD record
ord-313e3d51296148618919c1cf031aef9a
Source dataset
uspto-grants-1999_03
Patent number
US05880162

Reaction notes

Loading…