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

HRID 484017Notes

Reaction equation

HRID 484017 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-f3fcce1a0c744bcb95d4a7716a165952
Source dataset
uspto-grants-1993_07
Patent number
US05229385

Reaction notes

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