Hydrochloric Acid → HCID 13710012, compound

HRID 1643238Notes

Reaction equation

HRID 1643238 reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([SH:11])[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[OH:16])([CH3:4])([CH3:3])[CH3:2].[C:17]1(=[O:23])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.Cl>CO>[C:1]([C:5]1[CH:10]=[C:9]([S:11][C:9]2([S:11][C:20]3[CH:21]=[C:22]([C:1]([CH3:3])([CH3:2])[CH3:4])[C:17]([OH:23])=[C:18]([C:12]([CH3:15])([CH3:14])[CH3:13])[CH:19]=3)[CH2:10][CH2:5][CH2:6][CH2:7][CH2:8]2)[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[OH:16])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7967CyclohexanoneHCID 703702,6-Di-tert-butyl-4-mercaptophenol

Product 1

HCID 13710012HCID 13710012, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2,6-di-t-butyl-4-mercaptophenol (3.00 g, 12.60 mmol) in methanol (10 mL) was added cyclohexanone (1.40 mL, 13.80 mmol) and a catalytic amount of concentrated hydrochloric acid. The mixture was stirred at a room temperature for 2 hours and then heated under reflux for one hour. The mixture was allowed to cool. Thereafter, the generated precipitate was separated by a filtration and dried to synthesize objective bis(3,5-di-t-butyl-4-hydroxyphenylthio)cyclohexane (yield 2.50 g and 71%).

Workup

  1. temperatureheated
  2. temperatureunder reflux for one hour
  3. temperatureto cool
  4. customThereafter, the generated precipitate was separated by a filtration
  5. customdried
  6. customto synthesize objective bis(3,5-di-t-butyl-4-hydroxyphenylthio)cyclohexane (yield 2.50 g and 71%)

Sources & evidence

ORD record
ord-1d05ca375c6548419f3fb6de25efff38
Source dataset
uspto-grants-2012_02
Patent number
US08119686B2

Reaction notes

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