ChemicalBook CAS DataBase List 1-Acenaphthenone

1-Acenaphthenone synthesis

12synthesis methods

Product Name:1-Acenaphthenone
CAS Number:2235-15-6
Molecular formula:C12H8O
Molecular Weight:168.19

6306-07-6 Synthesis

6306-07-6
89 suppliers
$26.50/1g

2235-15-6
120 suppliers
$100.00/1 g

Yield: 97%

Reaction Conditions:

with potassium dichromate;sulfuric acid in diethyl ether;water at 0; for 0.666667 h;

Steps:

Reaction procedure for the synthesis of 2H-acenaphthylen-1-one (3)
In a round bottomed flask the 340 mg of compound 2 (2 mmol) was dissolved in 10 mL diethylether and then cooled to 0 °C. Then the acidic dichromate solution (prepared by mixing 1gm of K₂Cr₂O₇, 0.4 mL H₂SO₄and 4 mL of water) was added drop wise for a period of 10 min. The reaction mixture was stirred for additional 30 min at 0 °C. After completion of the reaction, mixture was diluted with saturated solution of Na₂CO₃ and extracted with ether (20 mL x 3) and the combined organic layer was washed with saturated sodium chloride solution, dried over anhydrous Na₂SO₄, and evaporated. The crude product was then purified by column chromatography using silica gel 60-120 mesh and petroleum ether / ethyl acetate (95:5) as eluent. White solid product was obtained in 97% yield.

References:

Ray, Jayanta K.;Singha, Raju;Ray, Devalina;Ray, Paramita;Rao, Davuluri Yogeswara;Anoop, Anakuthil [Tetrahedron Letters,2019,vol. 60,# 13,p. 931 - 935] Location in patent:supporting information

86-87-3 Synthesis