Nitrofen → 4-(2,4-Dichlorophenoxy)benzenamine

HRID 17703

反応式

HRID 17703 の反応式
[Cl:1][C:2]1[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][CH:6]=1.O.O.Cl[Sn]Cl>CO>[Cl:1][C:2]1[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([NH2:11])=[CH:9][CH:10]=1

参加物

4

反応物 2

HCID 15787NitrofenHCID 61436Stannous chloride dihydrate

生成物 1

HCID 269404-(2,4-Dichlorophenoxy)benzenamine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

The nitro intermediate (10 mmol) obtained above was dissolved in MeOH (20 mL), and treated with SnCl2.2H2O (50 mmol), according to General Procedure I. The reaction mixture was heated under reflux until completion, as indicated by TLC or HPLC. The solvent was removed in vacuuo and the residue was treated with 4.0 N aqueous NaOH to pH˜8. The residue was extracted with EtOAc (2×50 mL), washed with 1.0 N aqueous NaOH (50 mL), brine (50 mL) and dried over sodium sulfate. The solvent was removed in vacuuo to afford the desired 4-(2,4-dichloro-phenoxy)aniline, which was used directly for further transformation without further purification.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux until completion
  3. customThe solvent was removed in vacuuo
  4. additionthe residue was treated with 4.0 N aqueous NaOH to pH˜8
  5. extractionThe residue was extracted with EtOAc (2×50 mL)
  6. washwashed with 1.0 N aqueous NaOH (50 mL), brine (50 mL)
  7. dry with materialdried over sodium sulfate
  8. customThe solvent was removed in vacuuo

出典と根拠

ORDレコード
ord-dff2ecc4c66849b99cef2be126d5da78
出典データセット
uspto-grants-2010_06
特許番号
US07737285B2

関連ノート

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