Reaktion #159278

Reaktionsgleichung

TSTU

mono-tert-butyl octadecanedioate

DIPEA

→

succinimidyl tert-butyl octadecandioate

Ausbeute 29.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent had evaporated
2. 2
   workup.ADDITIONAcOEt was added to the residue
3. 3
   Filtrationthe resulting suspension was filtered
4. 4
   WaschenThe filtrate was washed with cold 0.1 M HCl (2×) and water
5. 5
   Sonstigedried
6. 6
   Einengenconcentrated

Vorschrift

To a solution of mono-tert-butyl octadecanedioate (1,00 g, 2.7 mmol) in dry THF (8 ml), was added DIPEA (0,555 ml, 3.2 mmol) followed by TSTU (1,00 g, 3.2 mmol). The reaction mixture was stirred under nitrogen for 18 h. The solvent had evaporated. AcOEt was added to the residue and the resulting suspension was filtered. The filtrate was washed with cold 0.1 M HCl (2×) and water, dried and concentrated to give succinimidyl tert-butyl octadecandioate as a white solid.

Quelle