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(4-Cyanobutyl)(triphenyl)phosphanium bromide → HCID 67746033, 화합물

HRID 374827
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HRID 374827 반응식
[Br-].[C:2]([CH2:4][CH2:5][CH2:6][CH2:7][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)#[N:3].CC(C)([O-])C.[K+].C(NC1C=C([C:43]2[C:48]([C:49]([C:51]3[C:52]([C:57]4C=CC=[C:59]([NH:63][C:64](=[O:66])[CH3:65])[CH:58]=4)=NC=C[CH:56]=3)=O)=[CH:47][CH:46]=[CH:45][N:44]=2)C=CC=1)(=O)C>O1CCCC1>[C:64]([NH:63][C:59]1[CH:56]=[C:51](/[C:49](/[C:48]2[CH:43]=[N:44][CH:45]=[CH:46][CH:47]=2)=[CH:7]\[CH2:6][CH2:5][CH2:4][C:2]#[N:3])[CH:52]=[CH:57][CH:58]=1)(=[O:66])[CH3:65]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11418829(4-Cyanobutyl)(triphenyl)phosphanium bromideHCID 23665647Potassium tert-butoxideHCID 53837382HCID 53837382, 화합물

생성물 1

HCID 67746033HCID 67746033, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a suspension of 25.5 g of 4-cyanobutyl-triphenylphosphonium bromide and 14 g of potassium tert.butoxide in 200 ml of tetrahydrofuran are added, at -40° C., 12 g of 3-acetylaminophenyl-3-pyridylketone. The mixture is stirred for 3 hours at ambient temperature and the reaction mixture is decomposed by the addition of 50 ml of ice water. The mixture is concentrated by evaporation, the residue is taken up in water and extracted with ethyl acetate. The organic phase is evaporated down and the residue is purified over a silica gel column with dichloromethane/ethanol=40:1. The product fraction is evaporated down and the residue is recrystallised from ethyl acetate/diisopropylether.

후처리

  1. additionare added, at -40° C.
  2. concentrationThe mixture is concentrated by evaporation
  3. extractionextracted with ethyl acetate
  4. customThe organic phase is evaporated down
  5. customthe residue is purified over a silica gel column with dichloromethane/ethanol=40:1
  6. customThe product fraction is evaporated down
  7. customthe residue is recrystallised from ethyl acetate/diisopropylether

출처 및 근거

ORD 기록
ord-badf36baa0474f23911c7e464c69e79f
출처 데이터셋
uspto-grants-1996_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05482948

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