Sulfuric acid magnesium salt (1:1) → 3-(Benzyloxy)cyclobutan-1-one

HRID 1692957Notes

Reaction equation

HRID 1692957 reaction equation
CS([C:4]1(SC)[CH2:7][CH:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:5]1)=O.Cl(O)(=O)(=O)=[O:19].C([O-])(O)=O.[Na+].[O-]S([O-])(=O)=O.[Mg+2]>CCOCC>[CH2:9]([O:8][CH:6]1[CH2:7][C:4](=[O:19])[CH2:5]1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

6

Reactant 4

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 24247Perchloric AcidHCID 516892Sodium BicarbonateHCID 13298802[[[3-(methylsulfinyl)-3-(methylthio)cyclobutyl]oxy]methyl]Benzene

Product 1

HCID 149327873-(Benzyloxy)cyclobutan-1-one

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

([3-(methylsulfinyl)-3-(methylthio)cyclobutyl]oxymethyl)benzene (2.4 g, 0.0089 mol) was dissolved in Et2O (40 mL) and 35% perchloric acid (1.8 mL) was added. The resulting mixture was stirred at rt overnight. To the reaction mixture was added solid NaHCO3 and MgSO4 and stirred for a while. The insoluble solid was filtered off. The filtrate was concentrated and purified with combiflash (silica gel, 100% dichloromethane) to give the desired product (0.7 g) as light yellow oil. LCMS calculated for C11H13O2(M+H)+: 177.1. Found: 177.3.

Workup

  1. stirringstirred for a while
  2. filtrationThe insoluble solid was filtered off
  3. concentrationThe filtrate was concentrated
  4. custompurified with combiflash (silica gel, 100% dichloromethane)

Sources & evidence

ORD record
ord-a342256d90fa4778916b8086cff1cc36
Source dataset
uspto-grants-2012_04
Patent number
US08158616B2

Reaction notes

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