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Water → 5-[2-[2-Benzyloxy-4-[butyl(4-hydroxybutyl)amino]phenyl]vinyl]thiophene-2-carboaldehyde

HRID 85333
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HRID 85333 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([N:15]([CH2:38][CH2:39][CH2:40][CH3:41])[CH2:16][CH2:17][CH2:18][CH2:19][O:20][Si](C(C)(C)C)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:12]=[CH:11][C:10]=1[CH:42]=[CH:43][C:44]1[S:48][C:47]([CH:49]=[O:50])=[CH:46][CH:45]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O.C(OCC)(=O)C>O1CCCC1>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([N:15]([CH2:38][CH2:39][CH2:40][CH3:41])[CH2:16][CH2:17][CH2:18][CH2:19][OH:20])[CH:12]=[CH:11][C:10]=1[CH:42]=[CH:43][C:44]1[S:48][C:47]([CH:49]=[O:50])=[CH:46][CH:45]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 2724141Tetrabutylammonium FluorideHCID 866676105-[2-[2-Benzyloxy-4-[butyl[4-(tert-butyldiphenylsiloxy) butyl]amino]phenyl]vinyl]thiophene-2-carboaldehyde

생성물 1

HCID 866676115-[2-[2-Benzyloxy-4-[butyl(4-hydroxybutyl)amino]phenyl]vinyl]thiophene-2-carboaldehyde수율 70.1%

시약·촉매·용매

1
HCID 8028Tetrahydrofuran용매

실험 절차

In 10 ml of tetrahydrofuran was dissolved 1.2 g (1.71 mmol) of 5-[2-[2-benzyloxy-4-[butyl[4-(tert-butyldiphenylsiloxy) butyl]amino]phenyl]vinyl]thiophene-2-carboaldehyde. To this mixture, 7.6 ml of tetrabutylammonium fluoride (1 mol/L solution in tetrahydrofuran) (7.6 mmol) was added dropwise with stirring at room temperature. The mixture was stirred for 1.5 hours. After the reaction mixture was poured into water, extraction with ethyl acetate, washing with a saturated saline solution, drying over anhydrous sodium sulfate, and concentration were performed. The residual liquid was purified by silica gel column chromatography to give 554 mg of a red crystal (yield: 70.1%).

후처리

  1. stirringThe mixture was stirred for 1.5 hours
  2. washwashing with a saturated saline solution
  3. dry with materialdrying over anhydrous sodium sulfate, and concentration
  4. customThe residual liquid was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-bb9f5d2f77f943fab309d363ff061b56
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846955B2

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