N-bromobutanimide → Methyl 1-(4-(bromomethyl)phenyl)cyclopropanecarboxylate

HRID 2170619ノート

反応式

HRID 2170619 の反応式
[C:1]1([CH3:14])[CH:6]=[CH:5][C:4]([C:7]2([C:10]([O:12][CH3:13])=[O:11])[CH2:9][CH2:8]2)=[CH:3][CH:2]=1.[Br:15]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:15][CH2:14][C:1]1[CH:2]=[CH:3][C:4]([C:7]2([C:10]([O:12][CH3:13])=[O:11])[CH2:9][CH2:8]2)=[CH:5][CH:6]=1

参加物

6

反応物 2

HCID 67184N-bromobutanimideHCID 57443305Methyl 1-(p-tolyl)cyclopropanecarboxylate

生成物 1

HCID 57443306Methyl 1-(4-(bromomethyl)phenyl)cyclopropanecarboxylate収率 97.7%

試薬・触媒・溶媒 3

HCID 7187Benzoyl Peroxide触媒HCID 5943Carbon Tetrachloride溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of methyl 1-(p-tolyl)cyclopropanecarboxylate (622 mg, 3.27 mmol) in carbon tetrachloride (16 mL) was added N-bromosuccinimide (611 mg) followed by benzoyl peroxide (40 mg). The resulting solution was heated at reflux overnight, and then diluted with methylene chloride. The mixture was washed with brine, dried on MgSO4, and concentrated to afford a colorless oil (860 mg, 97%).

後処理

  1. temperatureThe resulting solution was heated
  2. temperatureat reflux overnight
  3. washThe mixture was washed with brine
  4. customdried on MgSO4
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-1017ed48bbb74551815cae6c241a20de
出典データセット
uspto-grants-2015_06
特許番号
US09051265B2

反応ノート

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