تفاعل #1747844
ord-63e0eabc98a344d391807e2e96190728
معادلة التفاعل
9-phenanthreneboronic acid
3-bromoiodobenzene
sodium carbonate
→
9-(3-bromophenyl)phenanthrene
المردود 74.0%
ظروف التفاعل
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1درجة الحرارةwhile being refluxed
- 2أخرىAfter the reaction
- 3تجفيفAfter organic phase thereof was dried with magnesium sulfate
- 4workup.DISTILLATIONthe toluene was distilled away under reduced pressure
- 5أخرىwas obtained with an yield of 74%
الإجراء التجريبي
Under an argon gas atmosphere, 31.4 g (141 mmol) of 9-phenanthreneboronic acid, 40.0 g (141 mmol) of 3-bromoiodobenzene, 3.30 g (2.83 mmol) of tetrakis(triphenylphosphine) palladium(0), 200 mL of toluene, 50 mL of dimethoxyethane and 212 mL of 2M sodium carbonate solution were mixed, and stirred for four hours while being refluxed. After the reaction, the reaction mixture was further added with toluene, and cleansed by water. After organic phase thereof was dried with magnesium sulfate, the toluene was distilled away under reduced pressure. Residue thereof was refined by silica-gel column chromatography, such that 34.7 g of 9-(3-bromophenyl)phenanthrene was obtained with an yield of 74%.