ChemicalBook CAS DataBase List 2-Bromoindene

2-Bromoindene synthesis

6synthesis methods

Product Name:2-Bromoindene
CAS Number:10485-09-3
Molecular formula:C9H7Br
Molecular Weight:195.06

5400-80-6

10485-09-3

General procedure for the synthesis of 2-bromoindene from 2-bromo-1-indanol: In a 25 mL round-bottomed flask, 250 mg (1.2 mmol) of 2-bromo-1-phenylethanol (1a), 50 mg (20 wt%) of H-β zeolite and 1.0 mL of chlorobenzene were added. The reaction flask was heated in an oil bath at 120 °C for 6 h. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the flask was cooled to room temperature and the reaction mixture was filtered through Wattman filter paper and the filter cake was washed with 10 mL of diethyl ether. The filtrate was concentrated under reduced pressure to remove the solvent. The resulting crude product was purified by column chromatography on silica gel (200-400 mesh) to afford 2-bromoindene (2a, 0.16 g) in 72% yield using hexane as eluent.

5400-80-6
141 suppliers
$26.00/5g

10485-09-3
201 suppliers
$6.00/1g

Yield:10485-09-3 77%

Reaction Conditions:

with H-β-zeolite in chlorobenzene at 120; for 6 h;

Steps:

Procedure for the synthesis of β-Bromostyrenes (2a)
General procedure: In a 25 mL round bottomed flask, 250 mg (1.2 mmol) of 2-bromo-1-phenylethanol (1a), 50 mg (20 W/W %) H-β-Zeolite and 1.0 mL of chlorobenzene were placed. The reaction flask was placed in an oil bath at 120°C for 6 h; the progress of the reaction was monitored by TLC. After completion of the reaction, the flask was allowed to attain room temperature, and filtered through Watt-Mann filter paper and washed with 10 mL of diethyl ether. Removal of the solvent under reduced pressure, the left out residue was purified by column chromatography on silica gel (200-400 mesh) and hexane as eluent to obtain 2a in (0.16 g) 72% yield.

References:

Pappula, Venkatanarayana;Donthiri, Ramachandra Reddy;Darapaneni, Chandra Mohan;Subbarayappa, Adimurthy [Tetrahedron Letters,2014,vol. 55,# 10,p. 1793 - 1795] Location in patent:supporting information

FullText