Dichloromethane → 2-oxoethyl Benzoate

HRID 840580Notes

Reaction equation

HRID 840580 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.C(Cl)Cl.[O-]S([O-])(=O)=O.[Mg+2]>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 3

HCID 6344DichloromethaneHCID 24083Sulfuric acid magnesium salt (1:1)HCID 1379111-Monobenzoylglycerol

Product 1

HCID 108666642-oxoethyl BenzoateYield 62.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

This known intermediate was prepared by portionwise addition of NaIO4 (80 g) to a mixture of 1-benzoyl glycerol (50 g), CH2Cl2 (500 ml), and H2O (25 ml) under vigorous stirring at room temperature. The resulting solution was stirred for 2 hours, MgSO4 (100 g) was added and the solution stirred for an additional 30 minutes. The mixture was filtered, the filtrate evaporated in vacuo and the residue distilled in vacuo to yield 26 g of pure product.

Workup

  1. stirringThe resulting solution was stirred for 2 hours
  2. stirringthe solution stirred for an additional 30 minutes
  3. filtrationThe mixture was filtered
  4. customthe filtrate evaporated in vacuo
  5. distillationthe residue distilled in vacuo

Sources & evidence

ORD record
ord-f8392ddc3b3c46bd87d256b23424b70a
Source dataset
uspto-grants-2002_04
Patent number
US06369066B1

Reaction notes

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