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

HRID 1901332노트

반응식

HRID 1901332 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-19006d91355a46cb8d34d99368589ec0
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05576343

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