反応 #2446103

反応方程式

1-adamantanecarbonyl chloride

lithium diisopropylamide

methacrylamide

t-butylmethylether

→

1-adamantanecarboxylic acid methacrylamide

溶媒

THF

tetrahydrofuran

THF

反応条件

後処理

1. 1
   その他at 5° C.
2. 2
   workup.ADDITIONtherein was added
3. 3
   workup.STIRRINGby stirring at 5° C. for 18 hours
4. 4
   workup.ADDITIONwere added
5. 5
   洗浄by washing with a 1 wt % aqueous hydrochloric acid solution and pure water, and concentration under reduced pressure
6. 6
   workup.ADDITIONn-hexane was added to the obtained solution, and crystallization
7. 7
   その他was conducted at 5° C.
8. 8
   ろ過followed by filtration
9. 9
   その他The obtained solid was dried under reduced pressure

実験手順

90.0 g of methacrylamide was dissolved in 1,350 g of tetrahydrofuran (THF), and 944 mL of a 1.12 mol/L lithium diisopropylamide (LiDA) solution was dropwise added thereto at 5° C., followed by stirring for 10 minutes. Subsequently, 900 g of THF having 231.1 g of 1-adamantanecarbonyl chloride dissolved therein was added thereto, followed by stirring at 5° C. for 18 hours. After completion of the reaction, THF and t-butylmethylether (TBME) were added thereto, followed by washing with a 1 wt % aqueous hydrochloric acid solution and pure water, and concentration under reduced pressure. n-hexane was added to the obtained solution, and crystallization was conducted at 5° C., followed by filtration. The obtained solid was dried under reduced pressure, thereby obtaining 194.4 g of 1-adamantanecarboxylic acid methacrylamide (compound (51)).

出典