Reaktion #6430

Reaktionsgleichung

methyl succinimidyl adipate

chlorotrimethylsilane

sodium iodide

→

adipic acid monosuccinimidyl ester

Ausbeute 75.2%

Lösungsmittel

acetonitrile

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 12 hours
2. 2
   WaschenThe reaction mixture was washed repeatedly with 5 percent aqueous sodium bisulfite until the organic solution
3. 3
   WaschenThen it was washed with brine
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated

Vorschrift

A solution of methyl succinimidyl adipate (4.5 g, 17.5 mmol), chlorotrimethylsilane (11.1 ml, 87.5 mmol) and sodium iodide (13.1 g, 87.5 mmol) in 10 ml of acetonitrile was heated at reflux for 12 hours. The mixture was then cooled to room temperature and diluted with ethyl acetate. The reaction mixture was washed repeatedly with 5 percent aqueous sodium bisulfite until the organic solution was colorless. Then it was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated to provide 3.2 g (71 percent yield by weight) of adipic acid monosuccinimidyl ester as a white solid.

Quelle