2-Nitro-4-octylphenol → Phenol, 2-amino-4-octyl-

HRID 1635790ノート

反応式

HRID 1635790 の反応式
[N+:1]([C:4]1[CH:9]=[C:8]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH:7]=[CH:6][C:5]=1[OH:18])([O-])=O>C(O)(=O)C.O.[Fe]>[NH2:1][C:4]1[CH:9]=[C:8]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH:7]=[CH:6][C:5]=1[OH:18]

参加物

5

反応物 1

HCID 186735512-Nitro-4-octylphenol

生成物 1

HCID 87767Phenol, 2-amino-4-octyl-収率 67%

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

To 95.4 mg(0.38 mmole) of 2-nitro-4-octylphenol in 2 ml of 1:1 glacial acetic acid and water mixture at 85-90° C. was added 0.35 gm of activated iron in three portions over a 15 min period. The reaction was allowed to proceed at the same temperature for 45 min. The reaction mixture was diluted then with 5 ml of water and extracted pith 20 ml ethyl acetate. The organic layer was dried over anhydrous Na2SO4 and concentrated by rotary evaporation. The crude product was flash chromatographed over silica gel using 30% ethyl acetate in hexane to yield 56 mg of 2-amino4octyl phenol, Structure (I-2), in 67% yield.

後処理

  1. additionThe reaction mixture was diluted
  2. extractionwith 5 ml of water and extracted pith 20 ml ethyl acetate
  3. dry with materialThe organic layer was dried over anhydrous Na2SO4
  4. concentrationconcentrated by rotary evaporation
  5. customchromatographed over silica gel using 30% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-b660508bc6664fb1be846ab4b891d2a3
出典データセット
uspto-grants-2003_01
特許番号
US06511966B2

反応ノート

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