Sodium Hydroxide → (S)-1-((Benzyloxy)carbonyl)-4,4-difluoropyrrolidine-2-carboxylic acid

HRID 1351380Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1351380
[F:1][C:2]1([F:21])[CH2:6][N:5]([C:7]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:8])[C@H:4]([C:17]([O:19]C)=[O:18])[CH2:3]1.[OH-].[Na+]>CO>[CH2:10]([O:9][C:7]([N:5]1[CH2:6][C:2]([F:21])([F:1])[CH2:3][C@H:4]1[C:17]([OH:19])=[O:18])=[O:8])[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 497579381-benzyl 2-methyl (2S)-4,4-difluoropyrrolidine-1,2-dicarboxylate

Produkt 1

HCID 53909714(S)-1-((Benzyloxy)carbonyl)-4,4-difluoropyrrolidine-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 1-benzyl 2-methyl (2S)-4,4-difluoropyrrolidine-1,2-dicarboxylate in methanol was refluxed with 2N NaOH (2 eq) for 2 hours. Methanol was removed and pH adjusted to 1 with 3 N HCl obtaining a suspension which was extracted several times with ethyl acetate. Combined organics were dried over Na2SO4 and evaporated to give title product as a dark brown oil.

Aufarbeitung

  1. customMethanol was removed
  2. extractionwas extracted several times with ethyl acetate
  3. dry with materialCombined organics were dried over Na2SO4
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-93a99ce9cd23473f9d75c35c13ecebb0
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07217713B2

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