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

HRID 1700167Notes

Reaction equation

HRID 1700167 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) δ(ppm in CDCl3):

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-a781f2edb81e449bbc8f249ef51fe8bb
Source dataset
uspto-grants-2002_02
Patent number
US06350753B1

Reaction notes

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