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

HRID 963811Notes

Reaction equation

HRID 963811 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]([O:13][C:14]([F:17])([F:16])[F:15])=[CH:9][CH:8]=2)[CH2:6][CH2:5]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C>[F:1][C:2]([CH2:18][OH:19])=[CH:3][C:4]1([C:7]2[CH:12]=[CH:11][C:10]([O:13][C:14]([F:16])([F:15])[F:17])=[CH:9][CH:8]=2)[CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 544656881-(2-Fluoro-2-(methoxycarbonyl)ethenyl)-1-(4-trifluoromethoxyphenyl)cyclopropane

Product 1

HCID 542310441-(2-Fluoro-3-hydroxyprop-1-enyl)-1-(4-trifluoromethoxyphenyl)cyclopropaneYield 80%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The method of Example 9 was repeated using 1-(2-fluoro-2-(methoxycarbonyl)ethenyl)1-(4-trifluoromethoxyphenyl)cyclopropane (Example 3) (0.39 g), diethyl ether (10 ml) and lithium aluminium hydride (0.11 g) to yield the title compound (0.28 g, 80%).

Sources & evidence

ORD record
ord-11e474d583ba431ebaf508df7c69371b
Source dataset
uspto-grants-1998_06
Patent number
US05763700

Reaction notes

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