Hydrochloric Acid → HCID 86639746, compound

HRID 1643237Notes

Reaction equation

HRID 1643237 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)[CH2:20][CH2:19][CH2:18]1.Cl>CO>[C:1]([C:5]1[CH:10]=[C:9]([S:11][C:17]2([S:11][C:9]3[CH:8]=[C:7]([C:12]([CH3:13])([CH3:14])[CH3:15])[C:6]([OH:16])=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:10]=3)[CH2:20][CH2:19][CH2:18]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 14496CyclobutanoneHCID 703702,6-Di-tert-butyl-4-mercaptophenol

Product 1

HCID 86639746HCID 86639746, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2,6-di-t-butyl-4-mercaptophenol (2.00 g, 8.30 mmol) in methanol (10 mL) was added cyclobutanone (294 mg, 4.20 mmol) and a catalytic amount of concentrated hydrochloric acid. The mixture was heated under reflux for 6 hours. The solvent was distilled off from the mixture. The resulting residue was purified by a flash column chromatography to synthesize bis(3,5-di-t-butyl-4-hydroxyphenylthio)cyclobutane.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 6 hours
  3. distillationThe solvent was distilled off from the mixture
  4. customThe resulting residue was purified by a flash column chromatography
  5. customto synthesize bis(3,5-di-t-butyl-4-hydroxyphenylthio)cyclobutane

Sources & evidence

ORD record
ord-1eed2799792141a588b487a8b62088b4
Source dataset
uspto-grants-2012_02
Patent number
US08119686B2

Reaction notes

Loading…