تفاعل #90865

معادلة التفاعل

H2O

Curcumin

K2CO3

propargyl bromide

→

Mono-Propargyl Curcumin

المردود 47.0%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىwas removed under vacuum
2. 2
   أخرىThe product was purified on column chromatography
3. 3
   غسيلeluting with CH2Cl2

الإجراء التجريبي

Curcumin (5 g, 13.57 mmol) and K2CO3 (1.88 g, 13.62 mmol) were dissolved in 60 mL DMF, and 1.62 g (13.61 mmol) of propargyl bromide was added. The mixture was stirred at room temperature under Ar for 49 h. H2O was added to the mixture and solvent was removed under vacuum. The product was purified on column chromatography, eluting with CH2Cl2: hexane 50:50—CH2Cl2. Yield 47%. NMR 1H (CDCl3), δ (ppm): 2.54 (s, 1H); 3.94 (d, 6H); 4.81 (d, 2H); 5.82 (s, 1H); 5.93 (s, 1H); 6.47-6.52 (t, 2H); 6.93-7.15 (m, 6H); 7.59-7.61 (dd, 2H). MS (ESI) calcd. for C24H22O6: 406.43. found: 407.2 [M+H]+, 445.2 [M++K].

المصدر