Ethanol → 3-(3-Bromo-phenoxymethyl)-phenylamine

HRID 883971

反応式

HRID 883971 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][O:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Br:18])[CH:13]=2)[CH:5]=1)([O-])=O.[Cl-].[NH4+].O.C(O)C>O1CCCC1.[Fe]>[Br:18][C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][CH:15]=1)[O:11][CH2:10][C:6]1[CH:5]=[C:4]([NH2:1])[CH:9]=[CH:8][CH:7]=1

参加物

7

反応物 4

HCID 702EthanolHCID 962WaterHCID 25517Ammonium ChlorideHCID 283695411-Nitro-3-(3-bromo-phenoxymethyl)-benzene

生成物 1

HCID 201129593-(3-Bromo-phenoxymethyl)-phenylamine収率 97%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of the product from Example 74A (1.64 g, 5.32 mmol), iron powder (1.49 g, 26.62 mmol) and ammonium chloride (430 mg, 7.98 mmol) in a mixture of tetrahydrofuran (20 mL), water (6 mL) and ethanol (20 mL) was heated to reflux for 3 hours. The mixture was cooled to room temperature, filtered through a pad of celite, which was washed with ethanol and the resultant filtrate concentrated under vacuum. The material was then dissolved in water (50 mL) and extracted with ethyl acetate (50 mL), the organic layer dried and concentrated under vacuum to provide the title compound as a yellow oil (1.43 g, 97%).

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 3 hours
  3. filtrationfiltered through a pad of celite, which
  4. washwas washed with ethanol
  5. concentrationthe resultant filtrate concentrated under vacuum
  6. dissolutionThe material was then dissolved in water (50 mL)
  7. extractionextracted with ethyl acetate (50 mL)
  8. customthe organic layer dried
  9. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-61b3a1cfcfd144d19e955f8f12e784de
出典データセット
uspto-grants-2012_08
特許番号
US08236950B2

関連ノート

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