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

HRID 17703

반응식

HRID 17703 반응식
[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

참가 물질

4

반응물 2

HCID 15787NitrofenHCID 61436Stannous chloride dihydrate

생성물 1

HCID 269404-(2,4-Dichlorophenoxy)benzenamine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dff2ecc4c66849b99cef2be126d5da78
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737285B2

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