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4-Ethylbenzenesulfonic acid → L-alanine methyl ester 4-ethylbenzenesulfonate

HRID 1271656
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1271656
[NH2:1][C@H:2]([C:4]([O:6][CH3:7])=[O:5])[CH3:3].Cl.[CH2:9]([C:11]1[CH:16]=[CH:15][C:14]([S:17]([OH:20])(=[O:19])=[O:18])=[CH:13][CH:12]=1)[CH3:10]>C(OC)(=O)C>[CH2:9]([C:11]1[CH:12]=[CH:13][C:14]([S:17]([OH:20])(=[O:18])=[O:19])=[CH:15][CH:16]=1)[CH3:10].[CH3:7][O:6][C:4](=[O:5])[C@H:2]([CH3:3])[NH2:1]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 74024-Ethylbenzenesulfonic acidHCID 2733257Alanine methyl ester hydrochloride

Produkt 1

HCID 10334362L-alanine methyl ester 4-ethylbenzenesulfonateAusbeute 50,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6584Methyl AcetateLösungsmittel

Versuchsvorschrift

L-Ala-OMe HCl salt (1.00 g, 7.16 mmol) was suspended in methyl acetate (15 ml). 4-Ethylbenzenesulfonic acid (4-EBS) (1.60 g, 8.57 mmol) was added, and the mixture was stirred for dissolution. This solution was concentrated under reduced pressure, methyl acetate (15 ml) was added, and the mixture was concentrated twice under reduced pressure. The obtained concentrate was cooled in a refrigerator. Since partial crystallization occurred, methyl acetate (15 ml) was added to dissolve the crystals at 50° C. This solution was stirred at room temperature to give a slurry. This slurry was cooled overnight in a refrigerator and the crystals were separated and dried to give 1.04 g of L-alanine methyl ester 4-ethylbenzenesulfonate (L-Ala-OMe 4-EBS salt) dry crystals (L-Ala-OMe 4-EBS salt content 100%, 3.42 mmol, yield 47.8%).

Aufarbeitung

  1. concentrationThis solution was concentrated under reduced pressure, methyl acetate (15 ml)
  2. additionwas added
  3. concentrationthe mixture was concentrated twice under reduced pressure
  4. concentrationThe obtained concentrate
  5. temperaturewas cooled in a refrigerator
  6. customSince partial crystallization
  7. additionmethyl acetate (15 ml) was added
  8. dissolutionto dissolve the crystals at 50° C
  9. stirringThis solution was stirred at room temperature
  10. customto give a slurry
  11. temperatureThis slurry was cooled overnight in a refrigerator
  12. customthe crystals were separated
  13. customdried

Quellen und Nachweise

ORD-Eintrag
ord-37cb5e62cf7a42c4bf23e2e439db5a18
Quelldatensatz
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07205433B2

Notizen zur Reaktion

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