Iodoethane → Ethyl ester of lactic acid glycolic acid

HRID 234083

Reaktionsgleichung

Reaktionsgleichung von HRID 234083
[C:1]([OH:6])(=[O:5])[CH:2]([CH3:4])[OH:3].[C:7]([OH:11])(=[O:10])[CH2:8][OH:9].C(I)C.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:7][CH2:8][O:5][C:1]([CH:2]([OH:3])[CH3:4])=[O:6].[C:7]([OH:11])(=[O:10])[CH2:8][OH:9]

Komponenten

5

Edukt 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 36797Hydroxyacetic acid--2-hydroxypropanoic acid (1/1)2×

Produkt 1

HCID 131719795Ethyl ester of lactic acid glycolic acidAusbeute 142,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

15 g of a lactic acid/glycolic acid copolymer having a weight-average molecular weight of about 7,500 (lactic acid/glycolic acid=75/25 (mol %)) (Wako Pure Chemical Industries, Ltd.) and a 7.8 g of ethyl iodide were dissolved in 150 ml of acetone. To thus obtained solution was added 1.38 g of potassium carbonate and then the resulting mixture was refluxed for 6 hours. After the resultant solution was cooled, inorganic substances were removed by filtration and then the filtrate was concentrated under reduced pressure. The concentrate was dissolved in 100 ml of dichloromethane, washed 3 times with 100 ml of 10% ethanol-water, and then dried with magnesium sulfate. After magnesium sulfate was separated by filtration, the mixture was concentrated to dryness under reduced pressure to yield 12.5 g of the ethyl ester of lactic acid/glycolic acid copolymer.

Aufarbeitung

  1. temperaturethe resulting mixture was refluxed for 6 hours
  2. custominorganic substances were removed by filtration
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. dissolutionThe concentrate was dissolved in 100 ml of dichloromethane
  5. washwashed 3 times with 100 ml of 10% ethanol-water
  6. dry with materialdried with magnesium sulfate
  7. customAfter magnesium sulfate was separated by filtration
  8. concentrationthe mixture was concentrated to dryness under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-195799f671a54471a91f42d73a158eeb
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05594091

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