تفاعل #64436

معادلة التفاعل

ketone

N-tosyl-4-oxo-1,2,3,4-tetrahydroisoquinoline

ethenylidenebisphosphonic acid tetraethyl ester

DBU

THF

→

title compound

[2-(4-Oxo-1-(tosyl)-1,2,3,4-tetrahydroquinolin-3-yl)ethylidene]bisphosphonic acid tetraethyl ester

المذيبات

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with hydrochloric acid (IN), saturated sodium bicarbonate, and saline
2. 2
   تجفيفdried with magnesium sulfate
3. 3
   تركيزconcentrated under reduced pressure
4. 4
   أخرىThe product is chromatographed
5. 5
   غسيلeluting with ethyl acetate/ethyl acetate-acetone 1/1)

الإجراء التجريبي

The ketone (II, 4.27 g), ethenylidenebisphosphonic acid tetraethyl ester (I, 3.60 g) and DBU (2 ml) are stirred in THF (30 ml) for 1 hour. The reaction is diluted with ethyl acetate, washed with hydrochloric acid (IN), saturated sodium bicarbonate, and saline, dried with magnesium sulfate, and concentrated under reduced pressure. The product is chromatographed eluting with ethyl acetate/ethyl acetate-acetone 1/1) to give the title compound, MS (m/e) 601, 446, 400, 372 and 155; IR (neat) 2983, 1689, 1599, 1574, 1494, 1477, 1392 and 1254 cm-1 ; NMR (CDCl3) 7.95, 7.8, 7.7, 7.49, 7.28, 7.14, 4.47, 4.20, 3.79, 3.14, 2.83, 2.4, 1.93 and 1.32 δ.

المصدر