Triethylamine → 2-Phenyl-4-(2-methylphenyl)cyclohexanone oxime

HRID 429719Notes

Reaction equation

HRID 429719 reaction equation
[C:1]1([CH:7]2[CH2:12][CH:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[CH3:19])[CH2:10][CH2:9][C:8]2=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.Cl.[NH2:29][OH:30]>CO.C(Cl)Cl>[C:1]1([CH:7]2[CH2:12][CH:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[CH3:19])[CH2:10][CH2:9][C:8]2=[N:29][OH:30])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 18352673HCID 18352673, compound

Product 1

HCID 867506802-Phenyl-4-(2-methylphenyl)cyclohexanone oximeYield 59%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

2-Phenyl-4-(2-methylphenyl)cyclohexanone, 13.1 grams (49.5 mmol), was dissolved in 200 mL methanol/methylene chloride, followed by 11.1 mL (79.3 mmol) triethylamine and 5.5 grams (79.3 mmol) hydroxylamine hydrochloride. The solution was stirred at room temperature for 48 hours, the solvent evaporated, and the resulting solid washed with methanol and dried to afford 8.2 grams (59%) of a yellow solid.

Workup

  1. customthe solvent evaporated
  2. washthe resulting solid washed with methanol
  3. customdried

Sources & evidence

ORD record
ord-c21031604a664fc4a4ada417b0320005
Source dataset
uspto-grants-2001_11
Patent number
US06319915B1

Reaction notes

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