Water → 2,6-Di-tert-butylhydroquinone

HRID 23809

Reaction equation

HRID 23809 reaction equation
O.S(S([O-])=O)([O-])=O.[Na+].[Na+].[C:10]([C:14]1[C:15](=[O:25])[C:16]([C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:17][C:18](=[O:20])[CH:19]=1)([CH3:13])([CH3:12])[CH3:11]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.C1CCCCC1>[C:10]([C:14]1[CH:19]=[C:18]([OH:20])[CH:17]=[C:16]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:15]=1[OH:25])([CH3:13])([CH3:12])[CH3:11]

Participants

6

Reactant 3

HCID 962WaterHCID 128672,6-Di-t-butyl-p-benzoquinoneHCID 24489Sodium Dithionite

Product 1

HCID 755502,6-Di-tert-butylhydroquinone

Reagents, catalysts & solvents 2

HCID 66133Benzyl triethylammonium chlorideCatalystHCID 8078CyclohexaneSolvent

Conditions

Temperature
40 °C

Procedure

To 1.2 L of water, 223.2 g (1.09 mol) of sodium hydrosulfite, 1.0 L of cyclohexane, 200.0 g (908 mmol) of 2,6-di-tert-butyl-1,4-benzoquinone and 20.7 g (90.9 mmol) of benzyltriethylammonium chloride were added and the mixture was stirred for 1 hour at 40° C. The reaction mixture was subjected to liquid-liquid separation and the aqueous layer was discarded. The organic layer was washed with 400 mL of water to give a solution of 2,6-di-tert-butylhydroquinone in cyclohexane.

Workup

  1. customThe reaction mixture was subjected to liquid-liquid separation
  2. washThe organic layer was washed with 400 mL of water

Sources & evidence

ORD record
ord-1a7183a29f1a46b5bbd54f46e3d145dc
Source dataset
uspto-grants-2005_02
Patent number
US06852867B2

Linked notes

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