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

HRID 243816노트

반응식

HRID 243816 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-0c0423f86d3b4bd38e399e087c5797da
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653305B2

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