Diethylamine → HCID 14716807, 화합물

HRID 1655139노트

반응식

HRID 1655139 반응식
I[C:2]1[CH:7]=[CH:6][C:5](I)=[CH:4][CH:3]=1.C(N[CH2:12][CH3:13])C.[CH2:14]([C:17]1[CH:22]=[CH:21][C:20]([C:23]#[CH:24])=[CH:19][CH:18]=1)[CH2:15][CH3:16]>[Cu](I)I.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.O>[CH2:21]([C:2]1[CH:7]=[CH:6][C:5]([C:24]#[C:23][C:20]2[CH:19]=[CH:18][C:17]([C:14]#[C:15][C:16]3[CH:19]=[CH:18][C:17]([CH2:22][CH2:12][CH3:13])=[CH:14][CH:15]=3)=[CH:22][CH:21]=2)=[CH:4][CH:3]=1)[CH2:20][CH3:23]

참가 물질

7

반응물 3

HCID 8021DiethylamineHCID 12208p-DiiodobenzeneHCID 27751331-Ethynyl-4-propylbenzene

생성물 1

HCID 14716807HCID 14716807, 화합물

시약·촉매·용매 3

HCID 83717Copper iodide촉매HCID 178418476HCID 178418476, 화합물촉매HCID 962Water용매

실험 절차

1,4-Diiodobenzene (2.5 g, 7.57 mmol) was added to diethylamine (80 ml) in nitrogen gas stream, followed by agitating the mixture at room temperature, successively adding copper iodide (60 mg) and dichlorobis(triphenylphosphine)palladium(II) (100 mg), adding 4-propylphenylacetylene (4.37 g, 30 mmol) in several steps, agitating the reaction mixture at room temperature overnight, adding water (200 ml), extracting the resulting deposited crystals with toluene (100 ml), washing the toluene solution with dilute hydrochloric acid, water, an aqueous solution of sodium hydrogen sulfate and water in this order, drying the solution on anhydrous sodium sulfate, passing it through a short column of activated alumina, distilling off toluene and recrystallizing the residue from ethyl acetate to obtain the objective 1,4-bis-(4-propylphenyl-ethynyl)benzene (1.92 g, 5.3 mmol). This product exhibited liquid crystal phases. C-N point: 179.1° C. N-I point: 245.5° C.

후처리

  1. stirringagitating the reaction mixture at room temperature overnight
  2. extractionextracting the resulting
  3. washwashing the toluene solution with dilute hydrochloric acid, water
  4. dry with materialan aqueous solution of sodium hydrogen sulfate and water in this order, drying the solution on anhydrous sodium sulfate
  5. distillationdistilling off toluene
  6. customrecrystallizing the residue from ethyl acetate

출처 및 근거

ORD 기록
ord-ac8d1be914834fbd90fab20fe68ec7cf
출처 데이터셋
uspto-grants-1993_10
특허 번호
US05250216

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