ChemicalBook CAS DataBase List 2,6-DICHLOROBENZYLIDENEACETONE

2,6-DICHLOROBENZYLIDENEACETONE synthesis

4synthesis methods

Product Name:2,6-DICHLOROBENZYLIDENEACETONE
CAS Number:81559-89-9
Molecular formula:C10H8Cl2O
Molecular Weight:215.08

104-88-1 Synthesis

104-88-1
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67-64-1
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81559-89-9
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$53.10/5g

Yield:81559-89-9 98%

Reaction Conditions:

with sodium hydroxide in water at 20; for 12 h;

Steps:

1 Preparation of 4-(2,6-dichlorophenyl)-3-buten-2-one

To a 1000 ml round bottom flask equipped with mechanical stirrer, and nitrogen inlet were charged 26.5 g (0.15 moles) of 4-chlorobenzaledhyde, 125 mls of acetone,600 mls of water, and 9.3 g (0.23 moles) of sodium hydroxide. The mixture was stirred for 12 hours at room temperature. Analysis of an aliquot by GC indicated complete reaction. The resulting solid was collected by vacuum filtration, and washed with 100 mls of water, 100 mls of hexane, and dried in vacuuo at 400 C. for 3 hours. 31.4 g of the title compound, 4-(2,6-dichlorophenyl)-3-buten-2-one, was isolated as a pale yellow solid in 98% isolated yield. NMR 300 MHz 1H CDCl3 2.43 (s, 3H); 6.80 (d, 1H); 7.18-7.38 (m, 1H); 7.4 (d, 2H); 7.6 (d, 1H).

References:

US6348627,2002,B1 Location in patent:Page column 28

83-38-5 Synthesis