6-Methylquinoline → 6-(Bromomethyl)quinoline

HRID 881092

反応式

HRID 881092 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][CH:6]=[CH:5]2.C1C(=O)N([Br:19])C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:19][CH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][CH:6]=[CH:5]2

参加物

5

反応物 3

HCID 70596-MethylquinolineHCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimide

生成物 1

HCID 2243966-(Bromomethyl)quinoline収率 54%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

To a solution of 6-methylquinoline (2.15 g, 15.0 mmol) in CCl4 (30 mL) was added NBS (2.92 g, 16.5 mmol) and benzoyl peroxide (BP, 0.36 g, 1.5 mmol) at room temperature. The mixture was heated at reflux for 2 hours. After cooling, the mixture was evaporated under vacuum to give a yellow solid, which was extracted with Petroleum Ether (30 mL×5). The extracts were concentrated under vacuum to give crude 6-bromomethylquinoline (1.8 g), which was used directly in the next step.

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 2 hours
  3. temperatureAfter cooling
  4. customthe mixture was evaporated under vacuum
  5. customto give a yellow solid, which
  6. extractionwas extracted with Petroleum Ether (30 mL×5)
  7. concentrationThe extracts were concentrated under vacuum

出典と根拠

ORDレコード
ord-6db504e5c0a1483f86caf018d5f221d2
出典データセット
uspto-grants-2015_03
特許番号
US08993600B2

関連ノート

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