Sodium Chloride → 3-((tert-Butoxycarbonyl)amino)-4,4-difluorobutanoic acid

HRID 1903249

Reaktionsgleichung

Reaktionsgleichung von HRID 1903249
Cl.[F:2][CH:3]([F:10])[CH:4]([NH2:9])[CH2:5][C:6]([OH:8])=[O:7].[C:11](OC([O-])=O)([O-])=O.[C:18](=[O:21])(O)[O-:19].[Na+].[Cl-].[Na+].O1[CH2:29][CH2:28][CH2:27]C1>O>[F:2][CH:3]([F:10])[CH:4]([NH:9][C:18]([O:19][C:28]([CH3:27])([CH3:29])[CH3:11])=[O:21])[CH2:5][C:6]([OH:8])=[O:7]

Komponenten

7

Edukt 5

HCID 5234Sodium ChlorideHCID 8028TetrahydrofuranHCID 516892Sodium BicarbonateHCID 15238643PyrocarbonateHCID 714030983-Amino-4,4-difluorobutanoic acid hydrochloride

Produkt 1

HCID 204684533-((tert-Butoxycarbonyl)amino)-4,4-difluorobutanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 4,4-difluoro-3-amino-butanoic acid, hydrochloride prepared as in Step C (0.702 g, 4 mM), ditertiobutyl dicarbonate (0.916 g, 4.2 mM), sodium bicarbonate (0.336 g, 4 mM) in tetrahydrofuran and water (6 ml of a 1:1 mixture) is heated at reflux for 48 hours. The resulting solution is saturated with sodium chloride and extracted three times with chloroform. The organic phase is dried over anhydrous magnesium sulfate, and the solvent evaporated in vacuo yielding a colorless oil.

Aufarbeitung

  1. temperatureis heated
  2. temperatureat reflux for 48 hours
  3. extractionextracted three times with chloroform
  4. dry with materialThe organic phase is dried over anhydrous magnesium sulfate
  5. customthe solvent evaporated in vacuo
  6. customyielding a colorless oil

Quellen und Nachweise

ORD-Eintrag
ord-e51cfa98c7f84b508c523cc99e55a595
Quelldatensatz
uspto-grants-1984_03
Patentnummer
US04435425

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