ChemicalBook CAS DataBase List 5-FLUOROINDOLE-3-CARBOXALDEHYDE

5-FLUOROINDOLE-3-CARBOXALDEHYDE synthesis

9synthesis methods

Product Name:5-FLUOROINDOLE-3-CARBOXALDEHYDE
CAS Number:2338-71-8
Molecular formula:C9H6FNO
Molecular Weight:163.15

399-52-0 Synthesis

399-52-0
365 suppliers
$10.00/1g

110-18-9 Synthesis

110-18-9
538 suppliers
$10.00/5mL

2338-71-8
166 suppliers
$15.00/250mg

Yield: 76%

Reaction Conditions:

with water;iodine;oxygen;sodium carbonate in 1,4-dioxane at 100; under 760.051 Torr; for 36 h;Schlenk technique;Sealed tube;

Steps:

Experimental Procedures for the C3-Formylation of Indoles
General procedure: Under air, a 20 mL of Schlenk tube equipped with a stir bar was charged with indole 1 (0.2 mmol, 1 equiv),TMEDA (75 μL, 0.5 mmol, 2.5 equiv), Na₂CO₃(42.4 mg, 0.4mmol, 2.0 equiv), 1,4-dioxane (0.5 mL) and H₂O (100 μL). Then I₂ (101.5 mg, 0.4 mmol, 2.0 equiv) was added and the tube was sealed with a rubber plug and charged with O₂. The reaction mixture was stirred at 100 °C for 36 h in oil bath. After cooling to room temperature, the resultant mixture was evaporated with EtOAc (20 mL) under reduced pressure and the residue was purified by flash column chromatography on a silica gel to give the products.

References:

Zhang, Bo;Liu, Bin;Chen, Jianbin;Wang, Jiehui;Liu, Miaochang [Tetrahedron Letters,2014,vol. 55,# 41,p. 5618 - 5621] Location in patent:supporting information

399-52-0 Synthesis

399-52-0
365 suppliers
$10.00/1g