Hydrochloric Acid → 2,6-dibromo-3-methyl-4-nitrophenol

HRID 1392551ノート

反応式

HRID 1392551 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([OH:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[Br-:12].[Br-:13].[Br-].C([N+](C)(C)C)C1C=CC=CC=1.C([N+](C)(C)C)C1C=CC=CC=1.C([N+](C)(C)C)C1C=CC=CC=1.C([O-])([O-])=O.[Ca+2].Cl>C(Cl)Cl.CO>[Br:12][C:3]1[C:2]([CH3:1])=[C:7]([N+:8]([O-:10])=[O:9])[CH:6]=[C:5]([Br:13])[C:4]=1[OH:11]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 10112Calcium CarbonateHCID 174123-Methyl-4-nitrophenolHCID 53442637Benzyltrimethylammoniumtribromide

生成物 1

HCID 27696332,6-dibromo-3-methyl-4-nitrophenol収率 93%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
4 °C

実験手順

3-Methyl-4-nitrophenol (1.50 g, 9.75 mmol) was dissolved in a mixture of CH2Cl2 (30 mL) and methanol (30 mL) and cooled to 4° C. While stirring, benzyltrimethylammoniumtribromide (7.6 g, 19.5 mmol) and CaCO3 (1.95 g, 19.5 mmol) was added and the reaction was allowed to warm to room temperature. After 30 minutes, 1N HCl (45 mL) was added and reaction mixture left for 16 hours at 4° C. The organic phase was removed in vacuo and the resulting precipitate was collected by filtration and washed by water. The damp solid was co-evaporated with toluene and Et2O to yield 2.8 g (93%) of 2,6-dibromo-3-methyl-4-nitrophenol as a white solid.

後処理

  1. temperatureto warm to room temperature
  2. customreaction mixture
  3. waitleft for 16 hours at 4° C
  4. customThe organic phase was removed in vacuo
  5. filtrationthe resulting precipitate was collected by filtration
  6. washwashed by water

出典と根拠

ORDレコード
ord-0f6e2fab26c248aaa544b390801be90d
出典データセット
uspto-grants-2008_03
特許番号
US07342127B2

反応ノート

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