Reaktion #11138

Reaktionsgleichung

BBr3

4-(2-Chlorophenyl)-6-(2-hydroxyethyl)-9-methoxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

( 46 )

4-(2-Chlorophenyl)-6-(2-hydroxyethyl)-9-methoxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

→

4-(2-Chlorophenyl)-6-(2-hydroxyethyl)-9-hydroxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

Ausbeute 87.0%

Reaktionsbedingungen

Vorschrift

The reaction of 4-(2-Chlorophenyl)-6-(2-hydroxyethyl)-9-methoxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione (V; Ar=2-chlorophenyl, R10═CH2CH2OH) (46) prepared according to example 43 with BBr3 using the procedure described in example 80 gave the 4-(2-Chlorophenyl)-6-(2-hydroxyethyl)-9-hydroxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione (VI; Ar=2-chlorophenyl, R10═CH2CH2OH) (47) in a yield of 87% as a yellow/orange powder; mp 265° C. (dec). 1H NMR δ (CD3)2SO] 11.04 (br s, 1H), 9.33 (br s, 1H), 8.38 (d, J=2.4 Hz, 1H), 7.75 (s, 1H), 7.60–7.56 (m, 2H), 7.52–7.43 (m, 4H), 7.12 (dd, J=8.8, 2.4 Hz, 1H), 4.83 (t, J=5.5 Hz, 1H), 4.49 (t, J=5.2 Hz, 2H), 3.77 (dt, J=5.5, 5.2 Hz, 2H), Found: C, 63.41; H, 4.11; N, 6.32. C22H15ClN2O4.1/2H2O requires C, 63.54; H, 3.87; N, 6.73.

Quelle