Pyridinium chloride → HCID 86645563, compound

HRID 71073Notes

Reaction equation

HRID 71073 reaction equation
C[O:2][C:3]1[CH:20]=[CH:19][C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][C:10]=3[O:21]C)[C:5]=2[CH:4]=1.Cl.N1C=CC=CC=1>O>[OH:2][C:3]1[CH:20]=[CH:19][C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][C:10]=3[OH:21])[C:5]=2[CH:4]=1

Participants

4

Reactant 2

HCID 10176127Pyridinium chlorideHCID 866455642,9-Dimethoxytriphenylene

Product 1

HCID 86645563HCID 86645563, compoundYield 98.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
220 °C

Procedure

2,9-dimethoxytriphenylene (49.1 g, 0.170 mol) and pyridine hydrochloride (200 g, 1.70 mol) were placed in a 500 mL round-bottom flask equipped with a stir bar, reflux condenser, and a nitrogen inlet and heated at 220° C. for 90 minutes. The solution was cooled and water was added, resulting in the formation of a white precipitate, which was collected by vacuum filtration, washed with water, and dried in vacuo to yield 43.7 g (96%) of 2,9-dihydroxytriphenylene.

Workup

  1. customequipped with a stir bar
  2. temperaturereflux condenser, and a nitrogen inlet
  3. temperatureThe solution was cooled
  4. customresulting in the formation of a white precipitate, which
  5. filtrationwas collected by vacuum filtration
  6. washwashed with water
  7. customdried in vacuo

Sources & evidence

ORD record
ord-0dcf2d534c13407da566a9389b4bd5d5
Source dataset
uspto-grants-2014_09
Patent number
US08822708B2

Reaction notes

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