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ChemicalBook CAS DataBase List 1H-Indole-3-aceticacid,4-iodo-(9CI)

1H-Indole-3-aceticacid,4-iodo-(9CI) synthesis

12synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 7 steps
1: 82.5 percent / H2O; aq. acetic acid / 12 h / Ambient temperature
2: 55.9 percent / H2O; dimethylformamide / 1.5 h / Heating
3: 86.2 percent / 50percent NaH / dimethylformamide; benzene / 1.) room temp., 15 min; 2.) room temp., 10 h
4: 77.6 percent / TiCl3 / tetrahydrofuran / 0.33 h / Ambient temperature
5: NaNO2/2 N HCl
6: KI / aq. HCl / 1.) room temp., 1 h; 2.) 95 deg C, 5 min
7: 66.5 percent / 40percent aq. NaOH / methanol / 2 h / Heating

References:

Somei;Kizu;Kunimoto;Yamada [Chemical and Pharmaceutical Bulletin,1985,vol. 33,# 9,p. 3696 - 3708]