Dimethylformamide → 8-Methylquinoline-5-carbonitrile

반응식

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

참가 물질

반응물 3

HCID 6228Dimethylformamide

HCID 450977348-Bromo-5-methylquinoline

HCID 178418546HCID 178418546, 화합물

생성물 1

HCID 129507888-Methylquinoline-5-carbonitrile

반응 조건

온도: 200 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록: ord-f8a6f2ff2d0c470499f9cc56a2797a5d
출처 데이터셋: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07709481B2

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