Dimethylformamide → 8-Methylquinoline-5-carbonitrile

反応式

Br[C:2]1[CH:3]=[CH:4][C:5](C)=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.[Cu]C#N.[CH3:16][N:17]([CH3:20])C=O>>[CH3:2][C:3]1[C:20]2[N:17]=[CH:16][CH:9]=[CH:8][C:7]=2[C:6]([C:11]#[N:10])=[CH:5][CH:4]=1

参加物

反応物 3

HCID 6228Dimethylformamide

HCID 450977348-Bromo-5-methylquinoline

HCID 178418546HCID 178418546、化合物

生成物 1

HCID 129507888-Methylquinoline-5-carbonitrile

反応条件

温度: 200 °C

実験手順

4.0 g 8-Bromo-5-methyl-quinoline and 1.69 g copper (I) cyanide were dissolved in 16 ml dimethylformamide and stirred at 200° C. for thirty minutes under microwave irradiation. The cooled reaction mixture was poured in 50 ml 2N HCL and extracted with 100 ml ethyl acetate. The organic layer was washed with 50 ml 2N HCl and 30 ml brine and then dried over MgSO4. The solvent was removed in vacuo. The resulting residue was purified on silica gel with the eluent n-heptane ethyl acetate=2:1 to obtain 3.0 g 8-Methyl-quinoline-5-carbonitrile.

後処理

customThe cooled reaction mixture
additionwas poured in 50 ml 2N HCL
extractionextracted with 100 ml ethyl acetate
washThe organic layer was washed with 50 ml 2N HCl and 30 ml brine
dry with materialdried over MgSO4
customThe solvent was removed in vacuo
customThe resulting residue was purified on silica gel with the eluent n-heptane ethyl acetate=2:1

出典と根拠

ORDレコード: ord-d0afee40d7304e688acbb009e5e7f749
出典データセット: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07834030B2

反応ノート

読み込み中…

参加物