Sulfuric acid magnesium salt (1:1) → 2-oxoethyl Benzoate

HRID 1243860Notes

Reaction equation

HRID 1243860 reaction equation
[C:1]([O:9][CH2:10][CH:11](CO)[OH:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O-]S([O-])(=O)=O.[Mg+2]>C(Cl)Cl.O>[C:2]1([C:1]([O:9][CH2:10][CH:11]=[O:12])=[O:8])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 1379111-Monobenzoylglycerol

Product 1

HCID 108666642-oxoethyl Benzoate

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

This known intermediate was prepared by a previously unreported method from the known 1-benzoyl glycerol. Thus, 50 g of the latter in a mixture of 500 ml of CH2Cl2 and 25 ml of H2O was treated portion-wise with 80 g of NaIO4 under vigorous stirring at room temperature. After addition, stirring was continued for 2 h after which time 100 g of MgSO4 was added and stirring continued for 30 min. The mixture was filtered, the filtrate evaporated in vacuo and the residue distilled in vacuo to yield 26 g of pure (VII) b.p. 92–94°/0.25 mm. 1H NMR (200 MHz; TMS as internal reference)

Workup

  1. additionAfter addition
  2. stirringstirring
  3. stirringstirring
  4. waitcontinued for 30 min
  5. filtrationThe mixture was filtered
  6. customthe filtrate evaporated in vacuo
  7. distillationthe residue distilled in vacuo

Sources & evidence

ORD record
ord-25717244ec6e4adfa6ce606dd3672558
Source dataset
uspto-grants-2006_10
Patent number
US07119202B1

Reaction notes

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