Water → HCID 4491527, compound

HRID 652793Notes

Reaction equation

HRID 652793 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:16]=[C:17]([C:20]([CH3:23])([CH3:22])[CH3:21])[C:18]=1[OH:19])[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=O)([CH3:4])([CH3:3])[CH3:2].[C:24]1([NH:30][NH2:31])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1C=CC=CC=1>[C:24]1([NH:30][N:31]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:7]2[CH:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:18]([OH:19])=[C:17]([C:20]([CH3:23])([CH3:22])[CH3:21])[CH:16]=2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 7516PhenylhydrazineHCID 1898376Methanone, [3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]phenyl-

Product 1

HCID 4491527HCID 4491527, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

One gram of 3,5-di-t-butyl-4-hydroxybenzophenone and 880 mg of phenylhydrazine were refluxed under heating in 30 ml of benzene in the presence of 20 mg of p-toluenesulfonic acid for 3.5 hours. The reaction mixture was poured into water and extracted with benzene. The extract was chromatographed on a silica gel column, and recrystallized from diethyl ether/n-hexane to give 3,5-di-t-butyl-4-hydroxybenzophenone phenylhydrazone as colorless needles.

Workup

  1. extractionextracted with benzene
  2. customThe extract was chromatographed on a silica gel column
  3. customrecrystallized from diethyl ether/n-hexane

Sources & evidence

ORD record
ord-e56ed194e06a4bfcbba6c776a3787d3d
Source dataset
uspto-grants-1987_06
Patent number
US04673692

Reaction notes

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