Benzoyl Peroxide → 2,7-Dibromophenanthrene

HRID 79657

反応式

HRID 79657 の反応式
[Br:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12]3[C:7](=[CH:8][C:9]([Br:16])=[CH:10][CH:11]=3)[CH2:6][CH2:5][C:4]=2[CH:3]=1.C1C(=O)N(Br)C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C([O-])(=O)C.[K+]>C(Cl)(Cl)(Cl)Cl.CCOC(C)=O.C(O)(=O)C>[Br:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12]3[C:7](=[CH:8][C:9]([Br:16])=[CH:10][CH:11]=3)[CH:6]=[CH:5][C:4]=2[CH:3]=1

参加物

8

反応物 4

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 517044Potassium AcetateHCID 28250532,7-Dibromo-9,10-dihydrophenanthrene

生成物 1

HCID 111750732,7-Dibromophenanthrene収率 96.4%

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 5943Carbon Tetrachloride溶媒HCID 8857Ethyl Acetate溶媒

実験手順

The mixture of 2,7-dibromo-9,10-dihydro-phenanthrene (2.4 g, 7.1 mmol), NBS (1.4 g, 7.8 mmol), and benzoyl peroxide (0.2 g) in carbon tetrachloride (300 ml) was refluxed for 2 hours. Potassium acetate (3.6 g) and acetic acid (3.2 ml) were added, and the refluxing was continued for additional 2 hours. The mixture was cooled and diluted with EtOAc. The organic phase was washed with water, saturated sodium bicarbonate, and brine, and was dried with sodium sulfate. Concentration gave 2,7-dibromo-phenanthrene (2.3 g).

後処理

  1. temperaturewas refluxed for 2 hours
  2. temperatureThe mixture was cooled
  3. washThe organic phase was washed with water, saturated sodium bicarbonate, and brine
  4. dry with materialwas dried with sodium sulfate
  5. concentrationConcentration

出典と根拠

ORDレコード
ord-dabb3ebd70a24498b330d4b760d3ba56
出典データセット
uspto-grants-2014_09
特許番号
US08841278B2

関連ノート

読み込み中…