Hydrochloric Acid → 3,5,6-Trimethyl-2-[1-(3-pyridyl)ethyl]-1,4-benzoquinone hydrochloride

HRID 703938Notes

Reaction equation

HRID 703938 reaction equation
[CH3:1][C:2]1[C:7](=[O:8])[C:6]([CH3:9])=[C:5]([CH3:10])[C:4](=[O:11])[C:3]=1[CH:12]([C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)[CH3:13].[ClH:20]>C(O)C>[ClH:20].[CH3:1][C:2]1[C:7](=[O:8])[C:6]([CH3:9])=[C:5]([CH3:10])[C:4](=[O:11])[C:3]=1[CH:12]([C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)[CH3:13]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 142777653,5,6-Trimethyl-2-[1-(3-pyridyl)ethyl]-1,4-benzoquinone

Product 1

HCID 142777663,5,6-Trimethyl-2-[1-(3-pyridyl)ethyl]-1,4-benzoquinone hydrochlorideYield 91%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 5.4 g (21.2 mmol) of 3,5,6-trimethyl-2-[1-(3-pyridyl)ethyl]-1,4-benzoquinone in ethanol (30 ml), 1.8 ml of concentrated hydrochloric acid was added and the resultant solution was concentrated under reduced pressure. To the residue ethyl acetate was added and the resultant crystals were collected by filtration and recrystallized from ethanol-ethyl acetate, to give 5.6 g (91%) of 3,5,6-trimethyl-2-[1-(3-pyridyl)ethyl]-1,4-benzoquinone hydrochloride.

Workup

  1. concentrationthe resultant solution was concentrated under reduced pressure
  2. additionTo the residue ethyl acetate was added
  3. filtrationthe resultant crystals were collected by filtration
  4. customrecrystallized from ethanol-ethyl acetate

Sources & evidence

ORD record
ord-715f890fb4e84b269db9f0e1946a0ddb
Source dataset
uspto-grants-1991_01
Patent number
US04985447

Reaction notes

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