Reaktion #1951073

Reaktionsgleichung

1-oxo-1-phenyl-1λ5-phosphinane-4,4-dicarboxylic acid dibenzyl ester

hydrogen

→

1-oxo-1-phenyl-1λ5-phosphinane-4,4-dicarboxylic acid

Ausbeute 35.4%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONthe ballast was re-charged to 50 psi (from 40 psi)
2. 2
   workup.STIRRINGshaking continued overnight (14 hours)
3. 3
   FiltrationThe reaction mixture was filtered
4. 4
   Sonstigethe solvent removed in vacuo

Vorschrift

To a 500 mL Parr flask was added 1-oxo-1-phenyl-1λ5-phosphinane-4,4-dicarboxylic acid dibenzyl ester (8.5 g, 18 mmol), ethanol (250 mL), and palladium on carbon (10%, 1.1 g). The flask was charged with hydrogen (51 psi), and agitated on a mechanical shaker. After 1 hour, the ballast was re-charged to 50 psi (from 40 psi) and shaking continued overnight (14 hours). The reaction mixture was filtered and the solvent removed in vacuo to provide 1-oxo-1-phenyl-1λ5-phosphinane-4,4-dicarboxylic acid (1.8 g, 35%) as a white solid. 1H NMR (400 MHz, d6-DMSO) δ 7.9-7.4 (m, 5H), 2.6 -1.4 (m, 8H); ESMS m/z: found, 283 (M+1)+.

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