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Triethylamine → 2-[2-(2-Methoxyphenyl)-ethynyl]-5-methoxybenzaldehyde

HRID 1251146
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HRID 1251146 반응식
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[O:9][CH3:10])#[CH:2].Br[C:12]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][C:13]=1[CH:14]=[O:15].C(N(CC)CC)C>CN(C)C=O>[CH3:10][O:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[C:1]#[C:2][C:12]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][C:13]=1[CH:14]=[O:15]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 3444802-Bromo-5-methoxybenzaldehydeHCID 5829121-Ethynyl-2-methoxybenzene

생성물 1

HCID 225030652-[2-(2-Methoxyphenyl)-ethynyl]-5-methoxybenzaldehyde수율 67.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

The resulting 2-ethynylanisole (0.79 g) and 2-bromo-5-methoxybenzaldehyde (1.14 g) were reacted in dimethylformamide (50 ml) in the presence of dichloro-bis-triphenylphosphine palladium (1.0 g), cuprous iodide (0.5 g) and triethylamine (15 ml), in nitrogen atmosphere at 50° C. for 6 hr. The resulting reaction solution was evaporated, and to the resulting residue were added ethyl acetate and water. The resulting organic layer was washed with water and brine, and dried over magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system), to give 0.95 g of the title compound as a pale yellow oil.

후처리

  1. customThe resulting reaction solution
  2. customwas evaporated
  3. additionto the resulting residue were added ethyl acetate and water
  4. washThe resulting organic layer was washed with water and brine
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was evaporated
  7. customthe resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system)

출처 및 근거

ORD 기록
ord-2d98a5e72f714ef4ac346156f7711332
출처 데이터셋
uspto-grants-2002_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06340759B1

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