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

HRID 2114795Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2114795
[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-e67ddb6eda7a435a97c8e4f6582f2a8b
Quelldatensatz
uspto-grants-2008_10
Patentnummer
US07435734B2

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