3-(4-Cyanophenyl)propyl methanesulfonate → 4-(3-Phthalimidopropyl)benzonitrile

HRID 485279노트

반응식

HRID 485279 반응식
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[K].S(O[CH2:18][CH2:19][CH2:20][C:21]1[CH:28]=[CH:27][C:24]([C:25]#[N:26])=[CH:23][CH:22]=1)(C)(=O)=O>CN(C=O)C>[C:1]1(=[O:11])[N:5]([CH2:18][CH2:19][CH2:20][C:21]2[CH:22]=[CH:23][C:24]([C:25]#[N:26])=[CH:27][CH:28]=2)[C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12

참가 물질

4

반응물 2

HCID 219936463-(4-Cyanophenyl)propyl methanesulfonateHCID 24194345Phthalimide potassium salt

생성물 1

HCID 134213034-(3-Phthalimidopropyl)benzonitrile수율 85%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
90 °C

실험 절차

To 100 ml of DMF suspension of 21.1 g (0.114 mol) of potassium phthalimide was added 50 ml of DMF solution of 13.6 g (57 mmols) of crude 4-(3-mesyloxypropyl)benzonitrile. The reaction mixture was stirred at 90° C. for 3 hours, then cooled to room temperature and poured into 200 ml of ice-water, followed by extraction with ether-benzene (1:1). The organic layer was dried over Na2SO4 and concentrated, giving 14.0 g (yield 85%) of 4-(3-phthalimidopropyl)benzonitrile.

후처리

  1. temperaturecooled to room temperature
  2. extractionfollowed by extraction with ether-benzene (1:1)
  3. dry with materialThe organic layer was dried over Na2SO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-263442db364047469babe0d857cfd484
출처 데이터셋
uspto-grants-1985_08
특허 번호
US04536391

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