Aluminium lithium hydride → 1-(2-Fluoro-3-hydroxyprop-1-enyl)-1-(4-fluorophenyl)cyclopropane

HRID 963812Notes

Reaction equation

HRID 963812 reaction equation
[F:1][C:2]([C:14](OC)=[O:15])=[CH:3][C:4]1([C:7]2[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=2)[CH2:6][CH2:5]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C>[F:1][C:2]([CH2:14][OH:15])=[CH:3][C:4]1([C:7]2[CH:8]=[CH:9][C:10]([F:13])=[CH:11][CH:12]=2)[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 538164181-(2-Fluoro-2-(methoxycarbonyl)ethenyl)-1-(4-fluorophenyl)cyclopropane

Product 1

HCID 537794621-(2-Fluoro-3-hydroxyprop-1-enyl)-1-(4-fluorophenyl)cyclopropaneYield 91%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The method of Example 9 was repeated using 1-(2-fluoro-2-(methoxycarbonyl)ethenyl)-1-(4-fluorophenyl)-cyclopropane (Example 4) (0.29 g), diethyl ether (10 ml) and lithium aluminium hydride (0.11 g) to yield the title compound (0.23 g, 91%).

Sources & evidence

ORD record
ord-f9b082f919cc40be8764fdd0e20201c7
Source dataset
uspto-grants-1998_06
Patent number
US05763700

Reaction notes

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