Water → HCID 12277508, 화합물

HRID 2088750노트

반응식

HRID 2088750 반응식
[CH3:1][N:2]1[C:7](=[O:8])[C:6]2=[CH:9][CH:10]=[CH:11][CH:12]=[C:5]2[CH2:4][C:3]1=[O:13].Br[CH2:15][CH2:16]Br.C([O-])([O-])=O.[K+].[K+].O>[N+](CCCC)(CCCC)(CCCC)CCCC.[O-]S(O)(=O)=O.CN(C)C=O>[CH3:1][N:2]1[C:3](=[O:13])[C:4]2([CH2:16][CH2:15]2)[C:5]2[C:6](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]1=[O:8]

참가 물질

7

반응물 4

HCID 962WaterHCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 3494362-Methylisoquinoline-1,3(2H,4H)-dione

생성물 1

HCID 12277508HCID 12277508, 화합물수율 92%

시약·촉매·용매 2

HCID 94433Tetrabutylammonium hydrogen sulfate촉매HCID 6228Dimethylformamide용매2회

반응 조건

온도
70 °C

실험 절차

To a solution of N-methylhomophthalimide (4.05 kg), 1,2-dibromoethane (2.39 L), and Bu4NHSO4 (785 g) in N,N-dimethylformamide (32 L) were added K2CO3 (6.39 kg) and N,N-dimethylformamide (8.5 L) at room temperature. Then the solution was heated to 70° C., and was stirred for 2 hours at 68˜70° C. After cooling the reaction mixture to 40° C., water (81 L) was added. After the slurry was stirred for 1 hour at 40° C., it was allowed to cool to room temperature and was stirred overnight. The suspension was filtered, and the obtained wet crystal was washed with the mixture of N,N-dimethylformamide and water (N,N-dimethylformamide:water=1:1, 20 L), twice, and water (20 L), sequentially. It was dried at room temperature under N2 flow for several hours and then under the reduced pressure overnight to afford the title compound as pale pink crystal (4.67 kg, 4.30 kg assay, 92% yield).

후처리

  1. temperatureAfter cooling the reaction mixture to 40° C.
  2. stirringAfter the slurry was stirred for 1 hour at 40° C.
  3. temperatureto cool to room temperature
  4. stirringwas stirred overnight
  5. filtrationThe suspension was filtered
  6. washthe obtained wet crystal was washed with the mixture of N,N-dimethylformamide and water (N,N-dimethylformamide:water=1:1, 20 L)
  7. customIt was dried at room temperature under N2 flow for several hours

출처 및 근거

ORD 기록
ord-ed1ea3e9cc50488082cbe24bb62c8521
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436004B2

반응 노트

불러오는 중…