Aluminium lithium hydride → 1-(2,4-Difluorophenyl)-1-(2-fluoro-3-hydroxyprop-1-enyl)cyclopropane

HRID 963815Notes

Reaction equation

HRID 963815 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1([CH:12]=[C:13]([F:18])[C:14](OC)=[O:15])[CH2:11][CH2:10]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1([CH:12]=[C:13]([F:18])[CH2:14][OH:15])[CH2:10][CH2:11]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 543230221-(2,4-Difluorophenyl)-1-(2-fluoro-2(methoxycarbonyl)ethenyl)cyclopropane

Product 1

HCID 542319431-(2,4-Difluorophenyl)-1-(2-fluoro-3-hydroxyprop-1-enyl)cyclopropaneYield 71%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The method of Example 9 was repeated using 1-(2,4-difluorophenyl)-1-(2-fluoro-2(methoxycarbonyl)ethenyl)cyclopropane (Example 7) (0.37 g), diethyl ether (10 ml) and lithium aluminium hydride (0.14 g) to yield the title compound (0.23 g, 71%).

Sources & evidence

ORD record
ord-088c7641d24a433bb127bced46a99dd5
Source dataset
uspto-grants-1998_06
Patent number
US05763700

Reaction notes

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