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

HRID 963813Notes

Reaction equation

HRID 963813 reaction equation
[F:1][C:2]([C:18](OC)=[O:19])=[CH:3][C:4]1([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][C:8]=2[F:17])[CH2:6][CH2:5]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C>[F:1][C:2]([CH2:18][OH:19])=[CH:3][C:4]1([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:14])([F:15])[F:16])=[CH:9][C:8]=2[F:17])[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 541601341-(2-Fluoro-2-(methoxycarbonyl)ethenyl)-1-(2-fluoro-4-trifluoromethylphenyl) cyclopropane

Product 1

HCID 541138951-(2-Fluoro-3-hydroxyprop-1-enyl)-1-(2-fluoro-4-trifluoromethylphenyl)cyclopropaneYield 77.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The method of Example 9 was repeated using 1-(2-Fluoro-2-(methoxycarbonyl)ethenyl)-1-(2-fluoro-4-trifluoromethylphenyl)-cyclopropane (Example 5) (0.77 g), diethyl ether (10 ml) and lithium aluminium hydride (0.18 g) to yield the title compound (0.54 g, 77%).

Sources & evidence

ORD record
ord-05b87e44c9e1408fbf20e1f2baa2fd75
Source dataset
uspto-grants-1998_06
Patent number
US05763700

Reaction notes

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