ChemicalBook CAS DataBase List 1,12-BENZOPERYLENE

1,12-BENZOPERYLENE synthesis

7synthesis methods

Product Name:1,12-BENZOPERYLENE
CAS Number:191-24-2
Molecular formula:C22H12
Molecular Weight:276.33

625-48-9 Synthesis

625-48-9
182 suppliers
$6.00/1g

198-55-0
241 suppliers
$6.00/1g

191-24-2
223 suppliers
$24.00/100mg

Yield:-

Reaction Conditions:

with phthalic anhydride in 1,2-dichloro-benzene at 200; for 20 h;Inert atmosphere;Microwave irradiation;Diels-Alder Cycloaddition;

Steps:

7, Benzo[ghi]perylene, perylene (25 mg, 0.099 mmol, 1 equiv) and phthalic anhydride (367 mg, 2.5 mmol, 25 equiv) were charged to a microwave vial. The vial was evacuated and refilled with N₂ 3 times. 2-nitroethan-1-ol (225 mg, 0.29 mmol, 25 equiv) was and the mixture was dissolved in 4 mL 1,2-dichlorobenzne. The vial was heated to 200 °C for 20 h and the mixture was diluted with toluene and solvent was removed in vacuo. The crude residue was purified by flash chromatography (10% CH₂Cl₂/hexanes) affording a mixture of product and starting material (25 mg, ratio 1.39:1, 55% yield). Spectral data matched as previously reported.

References:

Jackson, Evan P.;Sisto, Thomas J.;Darzi, Evan R.;Jasti, Ramesh [Tetrahedron,2016,vol. 72,# 26,p. 3754 - 3758]