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Potassium Hydroxide → HCID 86678075, 화합물

HRID 2369759
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HRID 2369759 반응식
[CH2:1]([C:5]1([CH2:30][CH2:31][CH2:32][CH3:33])[C:17]2[CH:16]=[C:15]([C:18]#[C:19]C(C)(O)C)[CH:14]=[CH:13][C:12]=2[C:11]2[C:6]1=[CH:7][C:8]([C:24]#[C:25]C(C)(O)C)=[CH:9][CH:10]=2)[CH2:2][CH2:3][CH3:4].[OH-].[K+]>C1(C)C=CC=CC=1.CC(O)C>[C:24]([C:8]1[CH:9]=[CH:10][C:11]2[C:12]3[C:17](=[CH:16][C:15]([C:18]#[CH:19])=[CH:14][CH:13]=3)[C:5]([CH2:1][CH2:2][CH2:3][CH3:4])([CH2:30][CH2:31][CH2:32][CH3:33])[C:6]=2[CH:7]=1)#[CH:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 67260290HCID 67260290, 화합물

생성물 1

HCID 86678075HCID 86678075, 화합물수율 71%

시약·촉매·용매 1

HCID 21881414Toluene isopropyl alcohol용매

실험 절차

To a solution of 4,4′-(9,9-dibutyl-9H-fluorene-2,7-diyl)bis(2-methyl-3-butyn-2-ol) (1.04 g, 2.35 mmol) in 20 mL of toluene/i-PrOH (3/1), was added solid KOH (0.39 g). The mixture was heated under reflux for 0.5 h. After cooling, KOH was filtered off and the solvents were evaporated and the residue was purified by column chromatography (heptane/CH2Cl2 70:30 then 20:80) to yield 0.54 g (71%) of 2,7-diethynyl-9,9-dibutyl-9H-fluorene: 1H NMR (200.13 MHz, CDCl3) δ 7.63 (d, J=8.6 Hz, 2H), 7.48 (d, J=8.6 Hz, 2H), 7.46 (s, 2H), 3.15 (s, 2H), 1.94 (m, 4H), 1.07 (m, 4H), 0.67 (t, J=7.2 Hz, 6H), 0.54 (m, 4H); 13C NMR (50.32 MHz, CDCl3) δ 151.0, 140.9, 131.2, 126.5, 120.8, 119.9, 84.5, 77.4, 55.1, 40.0, 25.8, 22.9, 13.7; HRMS (EI) calcd for C25H26 (M+·) m/z 326.2035. found 326.2036. Anal. Calcd for C25H26 (326.48): C, 91.97; H, 8.03. Found: C, 92.17; H, 8.07.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 0.5 h
  3. temperatureAfter cooling
  4. filtrationKOH was filtered off
  5. customthe solvents were evaporated
  6. customthe residue was purified by column chromatography (heptane/CH2Cl2 70:30

출처 및 근거

ORD 기록
ord-39743ddb72004b689bfec63db18ed96c
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08709747B2

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