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

HRID 1375568Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1375568
[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-ed5c3161e8324224b2ca79a135ca52f8
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07169780B2

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