1-(5-chloro-2-hydroxyphenyl)-2-(1H-1-imidazolyl)-1-ethanone → 4-chloro-2-(1-cyclopropyl-1-hydroxy-2-(1H-1-imidazolyl)ethyl)phenol

HRID 1582619Notes

Reaction equation

HRID 1582619 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:16])=[C:6]([C:8](=[O:15])[CH2:9][N:10]2[CH:14]=[CH:13][N:12]=[CH:11]2)[CH:7]=1.[CH:17]1([Mg]Br)[CH2:19][CH2:18]1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:16])=[C:6]([C:8]([CH:17]2[CH2:19][CH2:18]2)([OH:15])[CH2:9][N:10]2[CH:14]=[CH:13][N:12]=[CH:11]2)[CH:7]=1

Participants

3

Reactant 2

HCID 129536551-(5-chloro-2-hydroxyphenyl)-2-(1H-1-imidazolyl)-1-ethanone2×HCID 178418630HCID 178418630, compound

Product 1

HCID 129728994-chloro-2-(1-cyclopropyl-1-hydroxy-2-(1H-1-imidazolyl)ethyl)phenolYield 36%

Procedure

The general procedure of Example 1 was repeated using 1-(5-chloro-2-hydroxyphenyl)-2-(1H-1-imidazolyl)-1-ethanone [compound (5-1)] and cyclopropylmagnesium bromide, to thereby yield 4-chloro-2-(1-cyclopropyl-1-hydroxy-2-(1H-1-imidazolyl)ethyl)phenol as colorless crystals (yield: 36.0%).

Sources & evidence

ORD record
ord-deb03407d5254315b5fc3afd16f8759d
Source dataset
uspto-grants-2004_05
Patent number
US06737434B2

Reaction notes

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