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

HRID 224458노트

반응식

HRID 224458 반응식
[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

참가 물질

5

반응물 2

HCID 17349052,6-Ditert-butyl-4-(4-nitrophenyl)phenolHCID 178418361HCID 178418361, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-87a7cbb1c0714b4d8e50e8717079c1b5
출처 데이터셋
uspto-grants-1980_11
특허 번호
US04232043

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