4-Chloro-2-nitrophenol → 2,6-Bis(5-chloro-2-hydroxy-3-nitrobenzyl)-4-chlorophenol

HRID 261042

反応式

HRID 261042 の反応式
Cl[CH2:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[C:5]([CH2:10]Cl)[C:4]=1[OH:12].[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[C:16]([N+:21]([O-:23])=[O:22])[CH:15]=1>[Cl-].[Zn+2].[Cl-]>[Cl:13][C:14]1[CH:15]=[C:16]([N+:21]([O-:23])=[O:22])[C:17]([OH:20])=[C:18]([CH:19]=1)[CH2:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[C:5]([CH2:10][C:18]2[CH:19]=[C:14]([Cl:13])[CH:15]=[C:16]([N+:21]([O-:23])=[O:22])[C:17]=2[OH:20])[C:4]=1[OH:12]

参加物

4

反応物 2

HCID 69804-Chloro-2-nitrophenolHCID 2411974-Chloro-2,6-bis(chloromethyl)phenol

生成物 1

HCID 130642142,6-Bis(5-chloro-2-hydroxy-3-nitrobenzyl)-4-chlorophenol収率 18.8%

試薬・触媒・溶媒 1

HCID 3007855Zincchloride触媒

実験手順

Zinc chloride (2 g) was added in small portions over 75 min to a melt of 2,6-bis(chloromethyl)-4-chlorophenol (1.2 g) and 4-chloro-2-nitrophenol (3 g) at a temperature of 120°. The mixture was stirred at this temperature for approximately 1 hr. The black product was extracted several times with acetone and the extract filtered to remove black inorganic material. The acetone was removed by distillation under reduced pressure and the residue chromatographed on silica gel. Elution with hexane containing 3% ethyl acetate gave unreacted 4-chloro-2-nitrophenol and elution with hexane containing 20% ethyl acetate gave the title compound (0.5 g) which was recrystallised from aqueous ethanol; m.p. 200°.

後処理

  1. extractionThe black product was extracted several times with acetone
  2. filtrationthe extract filtered
  3. customto remove black inorganic material
  4. customThe acetone was removed by distillation under reduced pressure
  5. customthe residue chromatographed on silica gel
  6. washElution with hexane containing 3% ethyl acetate
  7. customgave unreacted
  8. wash4-chloro-2-nitrophenol and elution with hexane containing 20% ethyl acetate

出典と根拠

ORDレコード
ord-0524ba43ac304538b82d8305f8464917
出典データセット
uspto-grants-1979_08
特許番号
US04163801

関連ノート

読み込み中…