N-bromobutanimide → 6'-Methyl-2'-bromomethyl-2-(4-methoxybenzoyl)-biphenyl-4-carbonitrile

HRID 1359151

反応式

HRID 1359151 の反応式
CO[C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([C:10]2[CH:15]=[CH:14][C:13]([C:16]#[N:17])=[CH:12][C:11]=2[C:18](=[O:27])[C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)=[C:5]([CH3:28])[CH:4]=1.C1C(=O)N([Br:36])C(=O)C1.C1C(=O)N(Br)C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)(Cl)Cl.CC(N=NC(C#N)(C)C)(C#N)C>[CH3:28][C:5]1[C:6]([C:10]2[CH:15]=[CH:14][C:13]([C:16]#[N:17])=[CH:12][C:11]=2[C:18](=[O:27])[C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)=[C:7]([CH2:9][Br:36])[CH:8]=[CH:3][CH:4]=1

参加物

6

反応物 3

HCID 67184N-bromobutanimideHCID 108940114'-Methoxy-2',6'-dimethyl-2-(4-methoxybenzoyl)-biphenyl-4-carbonitrileHCID 86630000Nbs aibn

生成物 1

HCID 181827486'-Methyl-2'-bromomethyl-2-(4-methoxybenzoyl)-biphenyl-4-carbonitrile収率 93.6%

試薬・触媒・溶媒 2

HCID 6547Azobisisobutyronitrile触媒2 回HCID 5943Carbon Tetrachloride溶媒

実験手順

To a refluxing solution of the compound from Step D (45.5 g, 122 mmol) and AIBN (1.0 g) in CCl4 (2.5 L) was added a mixture of NBS (23.0 g, 129 mmol) and AIBN (1.0 g) in ten equal portions. The reaction mixture was refluxed for 2 h after the addition of the last portion of NBS/AIBN. The reaction mixture was concentrated to approximately 1 L and washed 3 times with water (1 L). The organic layer was dried with anhydrous Na2SO4, filtered and the solvent removed. Toluene (200 ml) was added to the residue and then evaporated. Repeating this procedure gave 48 g of the title compound that was used without further purification.

後処理

  1. temperatureThe reaction mixture was refluxed for 2 h
  2. concentrationThe reaction mixture was concentrated to approximately 1 L
  3. washwashed 3 times with water (1 L)
  4. dry with materialThe organic layer was dried with anhydrous Na2SO4
  5. filtrationfiltered
  6. customthe solvent removed
  7. additionToluene (200 ml) was added to the residue
  8. customevaporated

出典と根拠

ORDレコード
ord-3ec49c2663994f3995567c06e06a9d32
出典データセット
uspto-grants-2003_07
特許番号
US06599921B2

関連ノート

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