Hydrochloric Acid → 4-Trifluoromethanesulfonylamino-butyryl chloride

HRID 2216134Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2216134
C[O:2][C:3](=O)[CH2:4][CH2:5][CH2:6][NH:7][S:8]([C:11]([F:14])([F:13])[F:12])(=[O:10])=[O:9].[OH-].[Na+].Cl.S(Cl)([Cl:21])=O>CO.ClCCl.CN(C=O)C>[F:12][C:11]([F:14])([F:13])[S:8]([NH:7][CH2:6][CH2:5][CH2:4][C:3]([Cl:21])=[O:2])(=[O:10])=[O:9]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 866011824-Trifluoromethanesulfonylamino-butyric acid methyl ester

Produkt 1

HCID 218861334-Trifluoromethanesulfonylamino-butyryl chloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 22350042dichloromethane N,N-dimethylformamideKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

4-Trifluoromethanesulfonylamino-butyric acid methyl ester (0.42 g, 1.77 mmol) [example 212, step a] was taken up in methanol [2 mL] and 1N NaOH was added [2.66 mL] and stirred for 2 hours. 1N HCl was added and the product was extracted with ethyl acetate, dried with magnesium sulfate and evaporated. The crude product (0.13 g, 0.57 mmol) was dissolved in dichloromethane/DMF [1 mL/1 drop] and thionyl chloride (0.08 mL, 1.14 was added. The reaction was stirred at room temperature for 2 hours and then evaporated and used directly in the next step.

Aufarbeitung

  1. extractionthe product was extracted with ethyl acetate
  2. dry with materialdried with magnesium sulfate
  3. customevaporated
  4. stirringThe reaction was stirred at room temperature for 2 hours
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-e573fb40a0fa4892bf12d366646aedc7
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07109354B2

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