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ChemicalBook CAS DataBase List 1-[4-(3-BROMOPROPOXY)-2-HYDROXY-3-PROPYLPHENYL]ETHAN-1-ONE

1-[4-(3-BROMOPROPOXY)-2-HYDROXY-3-PROPYLPHENYL]ETHAN-1-ONE synthesis

3synthesis methods
Preparation by reaction of 1,3-dibromopropane with 2,4-di-hydroxy-3-propylacetophenone in the presence of potassium carbonate and potassium iodide in refluxing acetone.
40786-69-4 Synthesis
2',4'-DIHYDROXY-3'-PROPYLACETOPHENONE

40786-69-4
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$55.00/1g

598-17-4 Synthesis
1,1-dibromopropane

598-17-4
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Yield:-

Reaction Conditions:

with sodium hydroxide;tetra(n-butyl)ammonium hydrogen sulfate in dichloromethane

Steps:

5 4-(3-bromopropoxy)-2-hydroxy-3-propylacetophenone
Example 5 4-(3-bromopropoxy)-2-hydroxy-3-propylacetophenone To a mixture of 50.0 g (257 mmole) of 2,4-dihydroxy-3-propylacetophenone, 87.4 g (257 mmole) of tetrabutylammonium hydrogen sulfate, and 52.2 ml (ca. 514 mmole) of dibromopropane in 250 ml of dichloromethane was added 225 ml (450 mmole) of 2N NaOH. The mixture was then heated at reflux for about 30 min. and allowed to cool. After concentrating the reaction mixture under vacuum, the residue was triturated with diethyl ether, and the ether solution was filtered and concentrated to dryness. After purification by column chromatography on silica gel, the title compound was isolated and used in subsequent reactions without further characterization. STR10

References:

G. D. Searle & Co. US4665203, 1987, A

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