Acetonitrile → METHYL (2S)-PYRROLIDIN-2-YLACETATE

HRID 549354

Reaktionsgleichung

Reaktionsgleichung von HRID 549354
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][C:14]([OH:16])=[O:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:17](#N)C.C(N(CC)C(C)C)(C)C.C[Si](C=[N+]=[N-])(C)C>CO.C(OCC)(=O)C>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][C:14]([O:16][CH3:17])=[O:15])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Komponenten

7

Edukt 4

HCID 6342AcetonitrileHCID 81531DiisopropylethylamineHCID 167693TrimethylsilyldiazomethaneHCID 688605(S)-2-(1-BOC-2-pyrrolidinyl)acetic acid

Produkt 1

HCID 11075654METHYL (2S)-PYRROLIDIN-2-YLACETATE

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of (S)-2-carboxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (2.00 g) in methanol (1.32 ml)/acetonitrile (40 ml) was treated with N,N-diisopropylethylamine (1.78 ml). Trimethylsilyldiazomethane (2M, 8.73 ml) was added dropwise and the resulting mixture was stirred at room temperature, under argon for 24 h. The mixture was diluted with ethyl acetate, washed with 2M HCl, saturated aqueous sodium hydrogen carbonate, brine then dried (magnesium sulfate). The solvent was removed under reduced pressure to afford the title compound (2.10 g)

Aufarbeitung

  1. washwashed with 2M HCl, saturated aqueous sodium hydrogen carbonate, brine
  2. dry with materialthen dried (magnesium sulfate)
  3. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-67ba47f2c0724598a71ab82276e2df3f
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07943645B2

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