Methanol → 2,2'-((5-(1-(((4-(Trifluoromethyl)benzyl)oxy)imino)ethyl)oxazol-2-yl)azanediyl)diacetic acid

HRID 68321Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 68321
[F:1][C:2]([F:33])([F:32])[C:3]1[CH:31]=[CH:30][C:6]([CH2:7][O:8][N:9]=[C:10]([C:12]2[O:16][C:15]([N:17]([CH2:24][C:25]([O:27]CC)=[O:26])[CH2:18][C:19]([O:21]CC)=[O:20])=[N:14][CH:13]=2)[CH3:11])=[CH:5][CH:4]=1.CO.O.[OH-].[Li+]>C1COCC1>[F:33][C:2]([F:1])([F:32])[C:3]1[CH:4]=[CH:5][C:6]([CH2:7][O:8][N:9]=[C:10]([C:12]2[O:16][C:15]([N:17]([CH2:24][C:25]([OH:27])=[O:26])[CH2:18][C:19]([OH:21])=[O:20])=[N:14][CH:13]=2)[CH3:11])=[CH:30][CH:31]=1

Komponenten

6

Edukt 4

HCID 887MethanolHCID 962WaterHCID 3939Lithium HydroxideHCID 86699628Diethyl 2,2'-((5-(1-(((4-(trifluoromethyl)benzyl)oxy)imino)ethyl)oxazol-2-yl)azanediyl)diacetate

Produkt 1

HCID 765282152,2'-((5-(1-(((4-(Trifluoromethyl)benzyl)oxy)imino)ethyl)oxazol-2-yl)azanediyl)diacetic acidAusbeute 97,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of the product of step 3 (295 mg, 0.62 mmoles) in a mixture of THF (6 ml), methanol (2 ml) and water (2 ml), lithium hydroxide (105 mg, 1.25 mmoles) was added and the reaction mixture was stirred at ambient temperature for 4 hours. The solvents were evaporated under reduced pressure. The residue was dissolved in water and acidified with 1N HCl. White solid seperated was filtered and washed with water & dried over P2O5 under vacuum to give 250 mg (82%) of title product as off white solid.

Aufarbeitung

  1. additionwas added
  2. customThe solvents were evaporated under reduced pressure
  3. dissolutionThe residue was dissolved in water
  4. customWhite solid seperated
  5. filtrationwas filtered
  6. washwashed with water
  7. dry with materialdried over P2O5 under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-8117eb18b54444b9ae5ee61fff184666
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822414B2

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