Triethyl Phosphate → 9H-Carbazole, 2-methyl-

HRID 1914404Notes

Reaction equation

HRID 1914404 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[N+:14]([O-])=O)=[CH:4][CH:3]=1.P(OCC)(OCC)(OCC)=O>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]2[C:8]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[NH:14][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 6535Triethyl PhosphateHCID 104431944'-Methyl-2-nitro-1,1'-biphenyl

Product 1

HCID 192909H-Carbazole, 2-methyl-Yield 58.8%

Conditions

Temperature
160 °C

Procedure

3 g of 2-(4-methylphenyl)nitrobenzene and 20 m of triethyl phosphate were heated and stirred at 160° C. for 6 hours. After triethyl phosphate was distilled off under reduced pressure, 10 ml of methanol was added, followed by filtration. The resulting solid was vacuum-dried to obtain 1.5 g of 2-methylcarbazole.

Workup

  1. distillationAfter triethyl phosphate was distilled off under reduced pressure, 10 ml of methanol
  2. additionwas added
  3. filtrationfollowed by filtration
  4. customThe resulting solid was vacuum-dried

Sources & evidence

ORD record
ord-b61ea94b4e404814a9c00ce4eea65c0f
Source dataset
uspto-grants-2013_12
Patent number
US08610345B2

Reaction notes

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