Hydrochloric Acid → 4-(2-(4-Methylphenyl)ethynyl)benzaldehyde

HRID 2287923노트

반응식

HRID 2287923 반응식
[C:1]1(C)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]#[CH:8].Cl.CN(C)[CH:13]=[O:14]>[Cu](I)I>[CH3:7][C:2]1[CH:3]=[CH:4][C:5]([C:8]#[C:7][C:2]2[CH:1]=[CH:6][C:5]([CH:13]=[O:14])=[CH:4][CH:3]=2)=[CH:6][CH:1]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 1365982-Methylphenylacetylene

생성물 1

HCID 112414734-(2-(4-Methylphenyl)ethynyl)benzaldehyde

시약·촉매·용매 1

HCID 83717Copper iodide촉매

실험 절차

According to the method of J. Cole et al., J. Chem. Soc., 244 (1962), a mixture of toluylacetylene (200 mmol), 2-(4-bromophenyl)-1,3-dioxalane (200 mmol), dimethylformamide (500 ml), and copper iodide (I) (300 mmol) was heated while stirring for 5 hours. After allowed to cool, 500 ml of 6M hydrochloric acid was added and stirred for 1 hour. It was extracted with 500 ml of toluene, and the organic layer was washed with water thrice and dried with anhydrous magnesium sulfate. The solvent was distilled off and the residue was purified by a silica gel column chromatography (eluent:toluene) to obtain 120 mmol of 4-(2-(4-methylphenyl)ethynyl)benzaldehyde.

후처리

  1. temperaturewas heated
  2. temperatureto cool
  3. stirringstirred for 1 hour
  4. extractionIt was extracted with 500 ml of toluene
  5. washthe organic layer was washed with water thrice
  6. dry with materialdried with anhydrous magnesium sulfate
  7. distillationThe solvent was distilled off
  8. customthe residue was purified by a silica gel column chromatography (eluent:toluene)

출처 및 근거

ORD 기록
ord-40bee8814a3a4107b5bb69e72d3db924
출처 데이터셋
uspto-grants-2000_07
특허 번호
US06086964

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