Reaktion #89014

Reaktionsgleichung

NaNO2

(S)-2-aminopentanedioic acid

HCl

→

crude product

Ausbeute 63.3%

(2S)-5-oxotetrahydrofuran-2-carboxylic acid

Ausbeute 63.3%

Lösungsmittel

H2O

H2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe solvent was concentrated in vacuo below 50° C
2. 2
   Filtrationfiltered
3. 3
   TrocknenThe filtrate was dried over Na2SO4
4. 4
   Einengenconcentrated in vacuo

Vorschrift

To a solution of (S)-2-aminopentanedioic acid (100 g, 680 mmol) in H2O (500 mL) was added HCl (140 mL, 1.6 mol) and then NaNO2 (70.4 g, 1.02 mol) in H2O (100 mL) was added slowly at −5° C.-0° C., and the reaction mixture was stirred at room temperature for 24 hours. The solvent was concentrated in vacuo below 50° C. The residue was suspended in EtOAc (500 mL) and filtered. The filtrate was dried over Na2SO4 and concentrated in vacuo to afford 56 g crude product of (2S)-5-oxotetrahydrofuran-2-carboxylic acid (compound 28a) as yellow oil, which was used in next step without further purification.

Quelle