2,6-Di(tertiary-butyl)-4-(4'-carboxyphenylimino)-2,5-cyclohexadien-l-one → 4-(3,5-Di-tertiary-butyl-4-hydroxyanilino)benzoic acid

HRID 1440409

반응식

HRID 1440409 반응식
[C:1]([C:5]1[C:6](=[O:25])[C:7]([C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:8][C:9](=[N:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([OH:20])=[O:19])=[CH:14][CH:13]=2)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([C:5]1[CH:10]=[C:9]([CH:8]=[C:7]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:6]=1[OH:25])[NH:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]([OH:20])=[O:19])=[CH:16][CH:17]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 1

HCID 152945432,6-Di(tertiary-butyl)-4-(4'-carboxyphenylimino)-2,5-cyclohexadien-l-one

생성물 1

HCID 139604064-(3,5-Di-tertiary-butyl-4-hydroxyanilino)benzoic acid

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

To a solution of 5.0 g (0.0147 mole) of 2,6-di(tertiary-butyl)-4-(4'-carboxyphenylimino)-2,5-cyclohexadien-1-one in 300 ml of ethanol was added 0.25 g of 5 percent palladium on charcoal. It was subjected to hydrogenation in a Paar apparatus and filtered. This solvent was removed by evaporation under vacuum and the residue was recrystallized from a 5:2 (v/v) ethanol-water mixture to provide light-orange crystals of 4-(3,5-di-tertiary-butyl-4-hydroxyanilino)benzoic acid, m.p. 241°-243° C. Analysis: Calculated for C21H27NO3 : % C, 73.9; % H 8.0; % N, 4.1; Found: % C, 73.9; % H, 7.9; % N, 3.8.

후처리

  1. filtrationfiltered
  2. customThis solvent was removed by evaporation under vacuum
  3. customthe residue was recrystallized from a 5:2 (v/v) ethanol-water mixture

출처 및 근거

ORD 기록
ord-3058537c5d274cd5a5832ddaae67e897
출처 데이터셋
uspto-grants-1996_03
특허 번호
US05498745

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