N-bromobutanimide → 4-(broMoMethyl)-2-broMoanisole

HRID 491412ノート

反応式

HRID 491412 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[O:9][CH3:10].[Br:11]N1C(=O)CCC1=O>CC(N=NC(C#N)(C)C)(C#N)C>[Br:1][C:2]1[CH:7]=[C:6]([CH:5]=[CH:4][C:3]=1[O:9][CH3:10])[CH2:8][Br:11]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 891432-Bromo-4-methylanisole

生成物 1

HCID 112774624-(broMoMethyl)-2-broMoanisole収率 100%

試薬・触媒・溶媒 1

HCID 6547Azobisisobutyronitrile触媒

実験手順

2-Bromo-4-methyl anisole 14 (2.2 mL, 14.9 mmol) was dissolved in dichlomethane (30 mL) and N-bromosuccinimide (3.75 g, 16.4 mmol) was added followed by AIBN (26.0 mg). The reaction was heated to reflux for 19 hrs., then cooled to room temperature and the precipitate was filtered off. The filtrate was diluted with dichloromethane and washed with 0.5 M aqueous sodium bicarbonate, followed by water. The organic mixture was dried over sodium sulfate, filtered and concentrated under vacuum to yield 15 (4.16 g, 100%). The benzyl bromide was used as the crude material without further purification.

後処理

  1. additionwas added
  2. temperatureThe reaction was heated
  3. temperatureto reflux for 19 hrs
  4. filtrationthe precipitate was filtered off
  5. additionThe filtrate was diluted with dichloromethane
  6. washwashed with 0.5 M aqueous sodium bicarbonate
  7. dry with materialThe organic mixture was dried over sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-5109376a568e483292ffa4820f2aa5f8
出典データセット
uspto-grants-2009_05
特許番号
US07531544B2

反応ノート

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