Dimethylformamide → 3-[4-(3-Phenylpropoxy)phenyl]propanenitrile

HRID 243816ノート

反応式

HRID 243816 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:11])C#N)=[CH:4][CH:3]=1.[C:12]1([CH2:18][CH2:19][CH2:20]Br)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:28][N:29](C)C=O>C(OCC)C>[C:12]1([CH2:18][CH2:19][CH2:20][O:1][C:2]2[CH:3]=[CH:4][C:5]([CH2:8][CH2:11][C:28]#[N:29])=[CH:6][CH:7]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 12503(3-Bromopropyl)benzeneHCID 895432-(4-Hydroxyphenyl)propanenitrile

生成物 1

HCID 666906523-[4-(3-Phenylpropoxy)phenyl]propanenitrile

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

To a solution of 4-hydroxyphenylpropanenitrile (5.25 g) in N,N-dimethyl formamide (40 mL), 3-phenylpropyl bromide (7.1 g) and potassium carbonate (14.79 g) were added, followed by stirring at room temperature for 16 hours. Then, the reaction mixture was diluted with diethyl ether and an organic layer was successively washed with water and brine. After the organic layer was dried, the solvent was concentrated and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=5:1) to give the title compound (8.54 g) having the following physical properties.

後処理

  1. washan organic layer was successively washed with water and brine
  2. customAfter the organic layer was dried
  3. concentrationthe solvent was concentrated
  4. customthe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=5:1)

出典と根拠

ORDレコード
ord-0c0423f86d3b4bd38e399e087c5797da
出典データセット
uspto-grants-2014_02
特許番号
US08653305B2

反応ノート

読み込み中…