Реакция #1929058

Уравнение реакции

4-hydroxybenzoic acid

BOP

→

4-hydroxybenzamide

Растворители

DMF

DMF

Условия реакции

Обработка

1. 1
   Другоеthe DMF was removed by evaporation under reduced pressure
2. 2
   workup.DISSOLUTIONdissolved by addition of aqueous sodium hydroxide solution 1M (pH 11)
3. 3
   Другоеsubjected to dialysis against water (1 L, 2 changes over 24 h)

Методика

A solution of freshly prepared 4-hydroxybenzoic acid (635 mg; 4.6 mmol) and BOP (1.7 g; 5.06 mmol) in DMF (20 mL) was added dropwise and at room temperature to a solution of PEI (1 g, 23.2 mmol) in DMF (50 mL). After 2 hours under stirring, the DMF was removed by evaporation under reduced pressure. The crude product was taken in water, dissolved by addition of aqueous sodium hydroxide solution 1M (pH 11) and subjected to dialysis against water (1 L, 2 changes over 24 h). Lyophilization provided 4-hydroxybenzamide-PEI (0.7 g) at a modification degree of 28%. 1H NMR (D2O) δppm: 2.6 (bm, 2.9H, —NHCH2CH2NH—), 3.22 (m, 0.55H, Phe-CONHCH2CH2NH—), 3.35 (m, 0.55H, Phe-CONHCH2CH2NH) 6.57 (d, J=7.3 Hz, 0.55H, CHaro), 6.97 (m, 0.55H, CHaro).

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