4-Methoxybenzaldehyde → 5-Bromo-2-[2-(4-methoxyphenyl)vinyl]benzofuran

HRID 1738681ノート

反応式

HRID 1738681 の反応式
[Cl-].[Br:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9]([CH2:11][P+](C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)=[CH:8][C:7]=2[CH:31]=1.[CH:32](=O)[C:33]1[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][CH:34]=1.C1CCN2C(=NCCC2)CC1>O1CCCC1.C(O)C>[Br:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9]([CH:11]=[CH:32][C:33]3[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][CH:34]=3)=[CH:8][C:7]=2[CH:31]=1

参加物

6

反応物 3

HCID 312444-MethoxybenzaldehydeHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 21844513(5-Bromo-2-benzofuranyl)methyltriphenylphosphonium chloride

生成物 1

HCID 537809305-Bromo-2-[2-(4-methoxyphenyl)vinyl]benzofuran収率 55.3%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

91.5 g of (5-bromo-2-benzofuranyl)methyltriphenylphosphonium chloride and 25 g of p-anisaldehyde were dissolved in a mixture solvent of 180 ml of tetrahydrofuran and 180 ml of ethanol. With stirring at room temperature, 27.58 g of 1,8-diazabicyclo[5.4.0]-7-undecene was added to the above solution, and the mixture was stirred for 18 hours. Thereafter, the reaction solution was concentrated to collect precipitated crystals by filtration, thereby obtaining 32.8 g of 5-bromo-2-[2-(4-methoxyphenyl)vinyl]benzofuran as one of the stereoisomers.

後処理

  1. stirringthe mixture was stirred for 18 hours
  2. concentrationThereafter, the reaction solution was concentrated
  3. customto collect
  4. customprecipitated crystals
  5. filtrationby filtration

出典と根拠

ORDレコード
ord-0e8146293d4b4525b7a91f3625a32367
出典データセット
uspto-grants-1999_10
特許番号
US05962695

反応ノート

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