4-Methylcyclohexanone → HCID 2786371, compound

HRID 1763219Notes

Reaction equation

HRID 1763219 reaction equation
Cl.[CH3:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9]N)=[CH:5][CH:4]=1.[CH3:11][CH:12]1[CH2:17][CH2:16][C:15](=O)[CH2:14][CH2:13]1>C(O)C>[CH3:2][CH:3]1[CH2:8][C:7]2[C:16]3[C:15](=[CH:14][CH:13]=[C:12]([CH3:11])[CH:17]=3)[NH:9][C:6]=2[CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 115254-MethylcyclohexanoneHCID 125044-Methylphenylhydrazine monohydrochloride

Product 1

HCID 2786371HCID 2786371, compoundYield 66.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

Bis-1,3(N-3',6'-dimethylcarbazolyl)propane. A mixture of 25.0 g (157 mmol) of p-methylphenylhydrazine hydrochloride and 17.6 g (157 mmol) of 4-methylcyclohexanone was stirred overnight in 75 ml of 95% ethanol. The mixture was cooled to 0° C, filtered, and the product recrystallized from ethanol/water to give 20.7 g (66%) of 3,6-dimethyl-1,2,3,4-tetrahydrocarbazole, mp 118.5°-20° C (lit. mp 112° C).

Workup

  1. filtrationfiltered
  2. customthe product recrystallized from ethanol/water

Sources & evidence

ORD record
ord-d62eccda7d6141d6aeec19f4d0921330
Source dataset
uspto-grants-1978_09
Patent number
US04111850

Reaction notes

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