Dimethylformamide → 3,5-Diiodobenzaldehyde
反応式
I[C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[C:4]([I:9])[CH:3]=1.C([Li])CCC.CN(C)[CH:17]=[O:18]>CCOCC.C(OCC)(=O)C>[I:9][C:4]1[CH:3]=[C:2]([CH:7]=[C:6]([I:8])[CH:5]=1)[CH:17]=[O:18]参加物
6
実験手順
To a slurry of 1,3,5-triiodobenzene (7.5 G, 16.4 mM) in 72 mL of ether at -78° was added n-butyllithium 7.2 mL; 18 mM). After 15 minutes of stirring, 2.8 mL (36 mM) of N,N-dimethylformamide was added dropwise and the reaction mixture was stirred overnight. After diluting with 100 mL of ethyl acetate, the reaction mixture was washed with 3×50 mL of saturated sodium chloride solution, and dried over anhydrous magnesium sulfate. Solvent removal gave a crude product, which was chromatographed on silica gel (application in minimum amount of CH2Cl2 ; and elution with 1:9 EtOAc:hexane) to yield 1.3 G of the desired aldehyde as cream colored solid.
後処理
- stirringthe reaction mixture was stirred overnight
- washthe reaction mixture was washed with 3×50 mL of saturated sodium chloride solution
- dry with materialdried over anhydrous magnesium sulfate
- customSolvent removal
- customgave a crude product, which
- customwas chromatographed on silica gel (application in minimum amount of CH2Cl2 ; and elution with 1:9 EtOAc:hexane)
出典と根拠
- ORDレコード
- ord-f1eac27968574fb8b202a1d64d606d66
- 出典データセット
- uspto-grants-1993_10
- 特許番号
- US05256777
反応ノート
読み込み中…