6-Chloroindole-3-carboxaldehyde synthesis
- Product Name:6-Chloroindole-3-carboxaldehyde
- CAS Number:703-82-2
- Molecular formula:C9H6ClNO
- Molecular Weight:179.6
17422-33-2
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110-18-9
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$10.00/5mL
703-82-2
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$10.00/1g
Yield:703-82-2 72%
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
17422-33-2
318 suppliers
$10.00/1g
298-12-4
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$5.00/25g
703-82-2
158 suppliers
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50517-12-9
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$695.00/5g
703-82-2
158 suppliers
$10.00/1g
