Methacrolein → 1-(3-Methyl-1,3-butadienyl)-2-nitrobenzene

HRID 374003

反応式

HRID 374003 の反応式
O=[CH:2][C:3](=[CH2:5])[CH3:4].[Br-].[N+:7]([C:10]1[CH:35]=[CH:34][CH:33]=[CH:32][C:11]=1[CH2:12][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O-:9])=[O:8].[OH-].[Na+]>C1C=CC=CC=1>[CH3:4][C:3](=[CH2:5])[CH:2]=[CH:12][C:11]1[CH:32]=[CH:33][CH:34]=[CH:35][C:10]=1[N+:7]([O-:9])=[O:8]

参加物

5

反応物 3

HCID 6562MethacroleinHCID 14798Sodium HydroxideHCID 10885283(2-Nitrobenzyl)triphenylphosphonium bromide

生成物 1

HCID 537916531-(3-Methyl-1,3-butadienyl)-2-nitrobenzene

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

5.0 ml of methacrolein was dissolved in 100 ml of benzene. Thereto were added 31.5 g of 2-nitro-benzyltriphenylphosphonium bromide and 100 ml of a 5 N aqueous sodium hydroxide solution. The mixture was stirred at room temperature for 5 hours. The organic layer was separated and washed with an aqueous saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The residue was purified by column chromatography (eluant: toluene) to obtain 2.7 g of 1-(3-methyl-1,3-butadienyl)-2-nitrobenzene (containing about 2.2 g of o-nitrotoluene) as a light yellow oily material.

後処理

  1. customThe organic layer was separated
  2. washwashed with an aqueous saturated sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed by distillation under reduced pressure
  5. customThe residue was purified by column chromatography (eluant: toluene)

出典と根拠

ORDレコード
ord-43144c0ad6ff45aba5b735de56d1b6f5
出典データセット
uspto-grants-1992_11
特許番号
US05166204

関連ノート

読み込み中…