4-Methoxyphenol → 2,6-Dibromo-4-methoxyphenol

HRID 1179461노트

반응식

HRID 1179461 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.[Br-:10].[Br-:11].[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(Cl)Cl.CO>[Br:10][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[CH:4]=[C:5]([Br:11])[C:6]=1[OH:9]

참가 물질

5

반응물 2

HCID 90154-MethoxyphenolHCID 53442637Benzyltrimethylammoniumtribromide

생성물 1

HCID 137237142,6-Dibromo-4-methoxyphenol수율 101.2%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매2회

실험 절차

To 4-methoxyphenol (10.00 g, 80.6 mmol) in CH2Cl2 (70 mL), add a stirred solution of benzyltrimethylammonium tribromide (69.10 g, 177.2 mmol) in CH2Cl2 (500 mL) and MeOH (200 mL). Stir the reaction for 12 hours and remove the solvent in vacuo. Add methyl tert-butyl ether (MTBE) (600 mL) and collect the precipitate (benzyltrimethylammonium bromide) by filtration and wash with MTBE (200 mL). Filter the organics through Celite® and concentrate to provide the subtitled product (23.0 g, >95%) as an orange solid that may be used without purification. 1H NMR (DMSO-d6) δ 3.69 (s, 3H), 7.14 (s, 2H), 9.32 (s, 1H).

후처리

  1. customthe reaction for 12 hours
  2. customremove the solvent in vacuo
  3. customAdd methyl tert-butyl ether (MTBE) (600 mL) and collect the precipitate (benzyltrimethylammonium bromide)
  4. filtrationby filtration
  5. washwash with MTBE (200 mL)
  6. filtrationFilter the organics through Celite®
  7. concentrationconcentrate

출처 및 근거

ORD 기록
ord-f639ecf043794f87a27567be0a49fe8f
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07279499B2

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