反応 #806249
ord-57115570e0ae4f50a5552020611b0614
反応方程式
ammonium chloride
methyl 7-oxa-2-norbornanecarboxylate
magnesium
1,4-dibromobutane
→
1-(7-oxanorbornan-2-yl)cyclopentanol
収率 96.0%
反応条件
温度
60°CELSIUS
詳細条件
See reaction.notes.procedure_details.
後処理
- 1workup.ADDITIONwas added dropwise at 50° C
- 2workup.ADDITIONAfter the completion of dropwise addition
- 3workup.STIRRINGThe solution was stirred at room temperature for one hour
実験手順
A flask was charged with 14.6 g of magnesium and 270 ml of tetrahydrofuran, to which 64.8 g of 1,4-dibromobutane was added dropwise at 50° C. After the completion of dropwise addition, the solution was stirred at 60° C. for one hour. To the solution below 40° C., 39.0 g of methyl 7-oxa-2-norbornanecarboxylate was added dropwise. The solution was stirred at room temperature for one hour, after which an aqueous solution of ammonium chloride was added for hydrolysis. Ordinary post-treatment yielded 43.7 g of 1-(7-oxanorbornan-2-yl)cyclopentanol.