1-Diphenylmethoxy-2-formylamino-2-methylpropane → 1-Diphenylmethoxy-2-methyl-2-(methylamino)propane
Reaction equation
[C:1]1([CH:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[O:8][CH2:9][C:10]([NH:13][CH:14]=O)([CH3:12])[CH3:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>CCOCC>[C:1]1([CH:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[O:8][CH2:9][C:10]([CH3:12])([NH:13][CH3:14])[CH3:11])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 1-diphenylmethoxy-2-formylamino-2-methylpropane (8.2 g) in ether (50 ml) was added to a suspension of lithium aluminium hydride (2.2 g) in ether (100 ml) at a rate which maintained a gentle reflux. The mixture was stirred at room temperature for 18 hours, quenched by the sequential dropwise addition of water (2.2 ml), 5M aqueous sodium hydroxide solution (2.2 ml) and water (6.6 ml) and filtered. The filtrate was dried over sodium sulphate and evaporated to give the title compound as a colourless gum (7.5 g, 96%).