Hydrogen Bromide → alpha-Phenoxy propionaldehyde oxime

反応式

[CH:1](=[N:4][OH:5])[CH2:2][CH3:3].BrBr.BrC(=NO)CC.[O-:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[Na+].Br>C(Cl)(Cl)(Cl)Cl>[O:14]([CH:2]([CH3:3])[CH:1]=[N:4][OH:5])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

反応物 5

HCID 260Hydrogen Bromide

HCID 24408Bromine

HCID 641641Propionaldehyde oxime

HCID 4445035Phenolate Sodium2 回

HCID 734321831-Bromo-propionaldehyde oxime

生成物 1

HCID 86741044alpha-Phenoxy propionaldehyde oxime

試薬・触媒・溶媒 1

実験手順

Using the procedure of Example I, propionaldehyde oxime in carbon tetrachloride is brominated with bromine introduced at -5° to 0° C. To the resulting solution of 1-bromo-propionaldehyde oxime is added dropwise with stirring a suspension of sodium phenoxide in carbon tetrachloride. The reaction is allowed to go to completion and any residual sodium phenoxide is neutralized with hydrogen bromide gas. The precipitated sodium bromide is collected by filtration, and the filtrate concentrated under reduced pressure to provide the desired α-phenoxy propionaldehyde oxime.