6-METHYLINDOLE-3-CARBOXALDEHYDE synthesis
- Product Name:6-METHYLINDOLE-3-CARBOXALDEHYDE
- CAS Number:4771-49-7
- Molecular formula:C10H9NO
- Molecular Weight:159.18
3420-02-8
244 suppliers
$10.00/1g
50-00-0
862 suppliers
$10.00/25g
4771-49-7
135 suppliers
$11.00/250mg
Yield:4771-49-7 92%
Reaction Conditions:
with iron(III) chloride;ammonia in water;N,N-dimethyl-formamide at 130; for 1 h;Concentration;
Steps:
Indolecarbaldehydes 2a-2aa; General Procedure
General procedure: A 50 mL round-bottomed flask equipped with a magnetic stirringbar was charged with the appropriate indole 1 (0.5 mmol,1.0 equiv), 37% aq HCHO (0.5 mmol, 0.0406 g, 1.0 equiv), 25% aqNH3 (1.0 mmol, 0.0681 g, 2.0 equiv), FeCl3 (0.01 mmol, 0.0016 g,2 mol%), and DMF (2 mL). The flask was fitted with a reflux condenser,and the mixture was stirred at 130 °C under open air.When the reaction was complete (TLC), the mixture was cooledto r.t., diluted with sat. aq NaCl (10 mL) and 0.5 M aq HCl (2 mL),and extracted with EtOAc (3 x 7 mL). The organic layers werecombined, washed with sat. aq NaHCO3 (10 mL) and sat. aq NaCl(10 mL), dried (Na2SO4), and concentrated under reduced pressure.The residue was purified by flash column chromatography(silica gel, hexane-EtOAc).
References:
Wang, Qing-Dong;Zhou, Bin;Yang, Jin-Ming;Fang, Dong;Ren, Jiangmeng;Zeng, Bu-Bing [Synlett,2017,vol. 28,# 19,p. 2670 - 2674] Location in patent:supporting information
3420-02-8
244 suppliers
$10.00/1g
100-97-0
7 suppliers
$14.00/250G
4771-49-7
135 suppliers
$11.00/250mg