Sodium Iodide → 1-(3-(12H-dibenzo[d,g][1,3]dioxocin-12-ylidene)-1-propyl)-4-piperidinecarboxylic acid ethyl ester

Temperatur

65 °C

A mixture of 12-(3-bromo-1-propylidene)-12H-dibenzo[d,g][1,3]dioxocine (4.0 g, 12 mmol, prepared as described in example 1, 4-piperidinecarboxylic acid ethyl ester (1.9 g, 12 mmol), anhydrous potassium carbonate (5.0 g) and sodium iodide (0.2 g) in N,N-dimethylformamide (40 ml) was heated at 60-70° C. for 5 h. After cooling, the inorganic salts were filtered off and washed with benzene (40 ml), and the filtrate was diluted with additional benzene (120 ml). The benzene solution was washed with water (3×50 ml), dried over MgSO4 and evaporated in vacuo. The oily residue (4.8 g) was purified by chromatography on silica gel using a mixture of benzene and ethyl acetate as eluent to give 1-(3-(12H-dibenzo[d,g][1,3]dioxocin-12-ylidene)-1-propyl)-4-piperidinecarboxylic acid ethyl ester as an oil (2.3 g, 47%).

1. customprepared
2. temperatureAfter cooling
3. filtrationthe inorganic salts were filtered off
4. washwashed with benzene (40 ml)
5. additionthe filtrate was diluted with additional benzene (120 ml)
6. washThe benzene solution was washed with water (3×50 ml)
7. dry with materialdried over MgSO4
8. customevaporated in vacuo
9. customThe oily residue (4.8 g) was purified by chromatography on silica gel using
10. additiona mixture of benzene and ethyl acetate as eluent

ORD-Eintrag

ord-0f1bce6ca5bf42afa4c449dd314d2a27

Quelldatensatz

uspto-grants-1999_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05916901