Tetrahydrofuran → N-Benzyl-L-proline

HRID 352210Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 352210
C([O:3][C:4](=[O:17])[C@@H:5]1[CH2:9][CH2:8][CH2:7][N:6]1[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)C.[OH-].[Na+].O1CCCC1>CO>[CH2:10]([N:6]1[CH2:7][CH2:8][CH2:9][C@H:5]1[C:4]([OH:17])=[O:3])[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Komponenten

5

Edukt 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 688177N-Benzyl-L-proline ethyl ester

Produkt 1

HCID 728719N-Benzyl-L-proline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

N-Benzyl-L-proline ethyl ester (1.00 g, 4.3 mmol) was combined with aqueous 2N sodium hydroxide (5.0 mL, 10.0 mmol), tetrahydrofuran (2.0 mL) and MeOH (2.0 mL) and the mixture stirred at rt. until hydrolysis was complete. The mixture was then treated in a manner similar to preparation 104. Concentration of the filtrate netted 0.79 g (90%) of crude acid as a light yellowish solid. MS(ES): (M+1)+ 206.3, 207.3.

Aufarbeitung

  1. customuntil hydrolysis
  2. additionThe mixture was then treated in a manner similar to preparation 104

Quellen und Nachweise

ORD-Eintrag
ord-ad3adf203f894490af333ea0f9558871
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06743794B2

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