ChemicalBook CAS DataBase List (1-ETHYLPROPYL)BENZENE

(1-ETHYLPROPYL)BENZENE synthesis

13synthesis methods

Product Name:(1-ETHYLPROPYL)BENZENE
CAS Number:1196-58-3
Molecular formula:C11H16
Molecular Weight:148.24

110-53-2 Synthesis

110-53-2
414 suppliers
$12.50/5g

71-43-2
721 suppliers
$11.19/25ML

538-68-1
204 suppliers
$19.80/5g

2719-52-0
32 suppliers
$34.50/1g

1196-58-3
50 suppliers
$45.00/10mg

Yield:-

Reaction Conditions:

with silica-supported aluminum chloride in dichloromethane at 140; for 0.0833333 h;Microwave irradiation;Overall yield = 12 %;Friedel-Crafts Alkylation;

Steps:

General procedure for Si-AlCl_x catalyzed Friedel-Crafts alkylation:
General procedure: Anhydrous benzene (1.00 mL, 11.2 mmol) was added to a heterogenous mixture of Si-AlCl_x (0.611 g, 1.02 mmol [loading: 1.67 mmol/g]) in anhydrous CH₂Cl₂ (10 mL) in a 50 mL PTFE lined glass reactor, followed by slow addition of 2-bromobutane (1.11 mL, 10.2 mmol). The glass reactor was capped with a plastic releasing valve top and irradiated in a Milestone START Microwave at 750 W with a ramp to 140 °C over 2 min, and then maintained for an additional 3 min. The flask was cooled, underwent vacuum filtration, washed with a solution of 2% CH₃OH in EtOAc, and the combined filtrate was concentrated under reduced pressure. Column chromatography (hexanes) afforded a sec-butylbenzene (1.26 g, 92%) as clear colorless liquid.

References:

Zupp, Laurine R.;Campanella, Veronica L.;Rudzinski, Diandra M.;Beland, Franois;Priefer, Ronny [Tetrahedron Letters,2012,vol. 53,# 39,p. 5343 - 5346]