ChemicalBook CAS DataBase List 6-Bromoindanone

6-Bromoindanone synthesis

10synthesis methods

Product Name:6-Bromoindanone
CAS Number:14548-39-1
Molecular formula:C9H7BrO
Molecular Weight:211.06

6-Bromoindanone synthesis: Trifluoromethanesulfonic acid (0.35 mL, 4 mmol) was added to anhydrous CHCl3 or CH2Cl2 (2 mL) solution of amide substrate 6 (1 mmol). The mixture was stirred for 4 h and then poured into ice. The product was extracted into CHCl3, and the organic solution was washed with H2O, brine and dried with anhydrous sodium sulfate. The crude product was isolated and purified by column chromatography (hexane:ethyl acetate). Recovery of nitro-substituted aniline: The aqueous extract was made basic by the addition of 10MNaOH and the solution was extracted with CHCl3. The organic solution was washed with H2O, brine (2x) and dried over anhydrous sodium sulfate to yield 6-bromoindanone in 88% yield.

1643-30-7 Synthesis

1643-30-7
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$6.00/1g

14548-39-1
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$10.00/1g

Yield:14548-39-1 100%

Reaction Conditions:

with trifluorormethanesulfonic acid in dichloromethane at 80; for 1 h;High pressure;Inert atmosphere;Green chemistry;Friedel-Crafts Acylation;

Steps:

3.4. General Q-tube-Assisted Procedure
General procedure: Trifluoromethane sulfonic acid (3 eq.) was gently added to a cooled (0 °C) solution of a 3-Phenylpropionic acid (0.5 mmol) in dry CH₂Cl₂ (1.0 mL) in a 12 mL Q-tube pressure tube, furnished by QLabtech. The temperature was raised to room temperature. A Teflon septum was placed on the top of the tube and the appropriate cap and pressure adapter were used. The mixture was heated in an oil bath at 80 °C. The reaction was monitored by TLC and GC/MS until the reactant disappeared. The mixture was poured into ice and extracted three times with CH₂Cl₂. The organic phase collected was dried on Na₂SO₄, filtered and concentrated under vacuum. The desired pure product was separated from the crude by flash chromatography.

References:

Oliverio, Manuela;Nardi, Monica;Costanzo, Paola;Cariati, Luca;Cravotto, Giancarlo;Giofre, Salvatore Vincenzo;Procopio, Antonio [Molecules,2014,vol. 19,# 5,p. 5599 - 5610]

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