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

HRID 1392551노트

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HRID 1392551 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 27696332,6-dibromo-3-methyl-4-nitrophenol수율 93%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

반응 조건

온도
4 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0f6e2fab26c248aaa544b390801be90d
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07342127B2

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