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

HRID 1179461ノート

反応式

HRID 1179461 の反応式
[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]

参加物

5

反応物 2

HCID 90154-MethoxyphenolHCID 53442637Benzyltrimethylammoniumtribromide

生成物 1

HCID 137237142,6-Dibromo-4-methoxyphenol収率 101.2%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-f639ecf043794f87a27567be0a49fe8f
出典データセット
uspto-grants-2007_10
特許番号
US07279499B2

反応ノート

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