2,6-Ditert-butyl-4-(4-nitrophenyl)phenol → 4'-Amino-3,5-di-t-butyl-4-hydroxybiphenyl

HRID 426955ノート

反応式

HRID 426955 の反応式
[C:1]([C:5]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=2)[CH:8]=[C:7]([C:20]([CH3:23])([CH3:22])[CH3:21])[C:6]=1[OH:24])([CH3:4])([CH3:3])[CH3:2].[H][H]>[Pd].C(OCC)(=O)C>[NH2:17][C:14]1[CH:15]=[CH:16][C:11]([C:9]2[CH:10]=[C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])[C:6]([OH:24])=[C:7]([C:20]([CH3:23])([CH3:22])[CH3:21])[CH:8]=2)=[CH:12][CH:13]=1

参加物

5

反応物 2

HCID 17349052,6-Ditert-butyl-4-(4-nitrophenyl)phenolHCID 178418361HCID 178418361、化合物

生成物 1

HCID 155988104'-Amino-3,5-di-t-butyl-4-hydroxybiphenyl

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 50 g. (0.152 mole) of 2,6-di(t-butyl)-4-(4'-nitrophenyl)phenol in 350 ml. of ethyl acetate is reduced with hydrogen gas at about 45 psig in a Paar apparatus using 10 percent palladium on charcoal as catalyst. The mixture is allowed to stand for about 16 hours, filtered, and the filtrate evaporated under vacuum. The residue is cooled, dissolved in ethanol and triturated with water. The resulting off-white solid is recrystallized from petroleum ether to provide 4-(4'-aminophenyl)-2,6-di(t-butyl)phenol, m.p. 113°-114.5° C.

後処理

  1. filtrationfiltered
  2. customthe filtrate evaporated under vacuum
  3. temperatureThe residue is cooled
  4. dissolutiondissolved in ethanol
  5. customtriturated with water
  6. customThe resulting off-white solid is recrystallized from petroleum ether

出典と根拠

ORDレコード
ord-02d86080600043bd9610765086159424
出典データセット
uspto-grants-1979_10
特許番号
US04172151

反応ノート

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