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

HRID 1251146
ノート
印刷プレビュー

反応式

HRID 1251146 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-2d98a5e72f714ef4ac346156f7711332
出典データセット
uspto-grants-2002_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06340759B1

反応ノート

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