Aluminium lithium hydride → (1-(4-Bromophenyl)cyclopropyl)methanol
Reaction equation
C([O:3][C:4]([C:6]1([C:9]2[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][CH:10]=2)[CH2:8][CH2:7]1)=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[Br:15][C:12]1[CH:11]=[CH:10][C:9]([C:6]2([CH2:4][OH:3])[CH2:7][CH2:8]2)=[CH:14][CH:13]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -4 °C
Procedure
1-(4-Bromo-phenyl)-cyclopropanecarboxylic acid ethyl ester (25 g, 92.89 mmol) was dissolved in THF (175 mL) and was stirred under N2 atmosphere at −4° C. Lithium aluminum hydride (4.58 g, 120.75 mmol) was added in portions and the reaction stirred between 2 to 8° C. for 1 hour. The reaction was worked up using the Fieser method, filtered and concentrated to afford the title compound.