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

HRID 963810Notes

Reaction equation

HRID 963810 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2([CH:13]=[C:14]([F:19])[C:15](OC)=[O:16])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2([CH:13]=[C:14]([F:19])[CH2:15][OH:16])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)[CH3:2]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 542883691-(4-Ethoxyphenyl)-1-(2-fluoro-2-(methoxycarbonyl)ethenyl)cyclopropane

Product 1

HCID 542015341-(4-Ethoxyphenyl)-1-(2-fluoro-3-hydroxyprop-1-enyl)cyclopropaneYield 74%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The method of Example 9 was repeated using 1-(4-ethoxyphenyl)-1-(2-fluoro-2-(methoxycarbonyl)ethenyl)-cyclopropane (Example 2) (2.3 g), diethyl ether (20 ml) and lithium aluminium hydride (0.55 g) to yield the title compound (1.51 g, 74%).

Sources & evidence

ORD record
ord-9747fbd770df4763a64f6afccfa66214
Source dataset
uspto-grants-1998_06
Patent number
US05763700

Reaction notes

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