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Potassium Carbonate → bis[6-{4-[(1E)-3-(4-pentyloxyphenoxy)-3-oxoprop-1-enyl]phenoxy}hexyl]2,2 bis(4-nitrobenzyl)malonate

HRID 2246021
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HRID 2246021 반응식
Cl[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9](=[O:41])[C:10]([CH2:31][C:32]1[CH:37]=[CH:36][C:35]([N+:38]([O-:40])=[O:39])=[CH:34][CH:33]=1)([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[CH:24][CH:23]=1)[C:11]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]Cl)=[O:12].[OH:42][C:43]1[CH:48]=[CH:47][C:46](/[CH:49]=[CH:50]/[C:51]([O:53][C:54]2[CH:59]=[CH:58][C:57]([O:60][CH2:61][CH2:62][CH2:63][CH2:64][CH3:65])=[CH:56][CH:55]=2)=[O:52])=[CH:45][CH:44]=1.[C:66](=[O:69])([O-])[O-:67].[K+].[K+]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.CC(=O)CC>[CH2:61]([O:60][C:57]1[CH:56]=[CH:55][C:54]([O:53][C:51](=[O:52])/[CH:50]=[CH:49]/[C:46]2[CH:45]=[CH:44][C:43]([O:42][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9](=[O:41])[C:10]([CH2:31][C:32]3[CH:37]=[CH:36][C:35]([N+:38]([O-:40])=[O:39])=[CH:34][CH:33]=3)([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[CH:24][CH:23]=3)[C:11]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][O:42][C:43]3[CH:44]=[CH:45][C:46](/[CH:49]=[CH:50]/[C:66]([O:67][C:54]4[CH:55]=[CH:56][C:57]([O:60][CH2:61][CH2:62][CH2:63][CH2:64][CH3:65])=[CH:58][CH:59]=4)=[O:69])=[CH:47][CH:48]=3)=[O:12])=[CH:48][CH:47]=2)=[CH:59][CH:58]=1)[CH2:62][CH2:63][CH2:64][CH3:65]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 59217445Bis[6-chlorohexyl]2,2 bis(4-nitrobenzyl)malonateHCID 592174494-pentoxyphenyl (2E)-3-{4-hydroxyphenyl}acrylate

생성물 1

HCID 59217452bis[6-{4-[(1E)-3-(4-pentyloxyphenoxy)-3-oxoprop-1-enyl]phenoxy}hexyl]2,2 bis(4-nitrobenzyl)malonate수율 65.7%

시약·촉매·용매 2

HCID 67553
Tetrabutylammonium Iodide
촉매
HCID 6569Methyl Ethyl Ketone용매

실험 절차

2.80 g (4.6 mmol) bis[6-chlorohexyl]2,2 bis(4-nitrobenzyl)malonate, 3.0 g (9.2 mmol) 4-pentoxyphenyl (2E)-3-{4-hydroxyphenyl}acrylate and 0.17 g (0.46 mmol) tetrabutylammonium iodide were dissolved in 30 ml 2-butanone. 2.53 g (18.3 mmol) potassium carbonate were added. The resulting suspension was heated at refluxing temperature and allowed to react for 48 h. After cooling to room temperature, the reaction mixture was partitioned between ethyl acetate and water. The organic phase was washed repeatedly with water, dried over sodium sulfate, filtered and concentrated by rotary evaporation to yield 3.6 g bis[6-{4-[(1E)-3-(4-pentyloxyphenoxy)-3-oxoprop-1-enyl]phenoxy}hexyl]2,2 bis(4-nitrobenzyl)malonate.

후처리

  1. temperatureThe resulting suspension was heated
  2. temperatureat refluxing temperature
  3. customto react for 48 h
  4. customthe reaction mixture was partitioned between ethyl acetate and water
  5. washThe organic phase was washed repeatedly with water
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated by rotary evaporation

출처 및 근거

ORD 기록
ord-ce48a12435f341ad8e83dfeb50492dd5
출처 데이터셋
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07687118B2

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