反応 #155361
ord-9c5acdcb6d1b4dbdb62c274da4228eb1
反応方程式
anthra[2,3-b]benzo[d]thiophene
dibenzothiophene
aluminum chloride
phosphorus pentachloride
phthalic anhydride
→
anthra[2,3-b]benzo[d]thiophene-7,12-dione
反応物
試薬
なし
反応条件
詳細条件
See reaction.notes.procedure_details.
後処理
- 1その他to give 2-(2′-carboxybenzoyl)dibenzothiaphene
実験手順
The synthesis of the anthra[2,3-b]benzo[d]thiophene unit with added trialkylsilylethynyl groups is shown in Scheme 1. Commercially available dibenzothiophene undertakes a Friedel-Crafts reaction with phthalic anhydride to give 2-(2′-carboxybenzoyl)dibenzothiaphene. The acid is then treated with aluminum chloride and phosphorus pentachloride to yield anthra[2,3-b]benzo[d]thiophene-7,12-dione. The dione is alkylated with the lithium salt of the trialkylsilylacetylene reagent followed by aromatisation utilising tin (II) chloride under acidic conditions to give 7,12-bis(trialkylsilylethynyl)anthra[2,3-b]benzo[d]thiophene.