Reaktion #88690

Reaktionsgleichung

ethyl acetate

Disuccinimidyl carbonate

31

N-Dihydrocinnamoyl aminocaproic acid

pyridine

→

oil

Ausbeute 72.0%

N-Dihydrocinnamoyl aminocaproic acid N-hydroxysuccinimide ester

Ausbeute 72.0%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with 1 N HCl (2×1 mL) and saturated aqueous NaHCO3 (2×1 mL)
2. 2
   Trocknendried over MgSO4
3. 3
   Einengenconcentrated in vacuo

Vorschrift

Disuccinimidyl carbonate (155 mg, 604 μmoles) was added to a solution of 31 (159 mg, 604 μmoles) and pyridine (97.7 μL, 1.21 mmoles) in acetonitrile (1 mL). The reaction mixture was stirred at room temperature for 2.5 h, during which the solution became clear and evolved gas. The solution was added to ethyl acetate (5 mL), washed with 1 N HCl (2×1 mL) and saturated aqueous NaHCO3 (2×1 mL), dried over MgSO4, and concentrated in vacuo to yield a colorless oil (156 mg, 433 μmoles, 72%). LRMS: not performed. 1H NMR: spectrum is consistent with the predicted structure.

Quelle