Toluene → HCID 8228518, compound

HRID 2083431Notes

Reaction equation

HRID 2083431 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7]O)[CH:2]=1.[C:9]1([CH3:15])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>[Cl-].[Al+3].[Cl-].[Cl-].[N+](C1C=CC=CC=1)([O-])=O>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[CH3:15])[CH:2]=1

Participants

5

Reactant 2

HCID 1140TolueneHCID 75103-Pyridinemethanol

Product 1

HCID 8228518HCID 8228518, compound

Reagents, catalysts & solvents 2

HCID 7416NitrobenzeneSolventHCID 6451240Aluminum(III) ChlorideSolvent

Procedure

A quantity of 1.2 g 3-pyridyl carbinol in 15 ml 1.8 M aluminum chloride in nitrobenzene was reacted with 10 ml of toluene during 3 days at 80° C. The reaction mixture was poured on HCl/ice and extracted with toluene. The organic phase was washed with water, dried and the solvent was evaporated. The desired product was obtained as viscous oil, containg 8.5% nitrogen.

Workup

  1. additionThe reaction mixture was poured on HCl/ice
  2. extractionextracted with toluene
  3. washThe organic phase was washed with water
  4. customdried
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-01e72712c76a4b79bdb2732c5040cdad
Source dataset
uspto-grants-1978_04
Patent number
US04085261

Reaction notes

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