Dichloromethane → HCID 10392180, 화합물

HRID 1708552노트

반응식

HRID 1708552 반응식
C(Cl)Cl.O1CCCC1.[F:9][C:10]1[CH:11]=[C:12]2[C:17](=[C:18]([F:21])[C:19]=1[F:20])[N:16]([NH:22][CH3:23])[CH:15]=[C:14]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:13]2=[O:29].[C:30]([O:34][C:35]([C:37](=[CH2:45])[C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])=[O:36])([CH3:33])([CH3:32])[CH3:31]>[Ti](Cl)(Cl)(Cl)Cl.O.C(OCC)(=O)C>[F:9][C:10]1[CH:11]=[C:12]2[C:17](=[C:18]([F:21])[C:19]=1[F:20])[N:16]([N:22]([CH3:23])[CH2:45][CH:37]([C:35]([O:34][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:36])[C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH:15]=[C:14]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:13]2=[O:29]

참가 물질

8

반응물 4

HCID 6344Dichloromethane2회HCID 8028TetrahydrofuranHCID 11096368Propanedioic acid, methylene-, bis(1,1-dimethylethyl) esterHCID 11098599Ethyl 6,7,8-trifluoro-1-(methylamino)-4-oxo-1,4-dihydroquinoline-3-carboxylate

생성물 1

HCID 10392180HCID 10392180, 화합물수율 220.4%

시약·촉매·용매 3

HCID 24193Titanium Tetrachloride촉매HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

Methylene chloride solution (0.667 ml) of 1M titanium tetrachloride was gradually added to a solution of methylene chloride (2 ml) and tetrahydrofuran (54.3 μ) containing ethyl 6,7,8-trifluoro-1-methylamino-1,4-dihydro-4-oxoquinoline-3-carboxylate (200 mg), with stirring under ice-cooling, and then tert-butyl 2-tert-butoxycarbonylacrylate (0.228 g) was added thereto and stirred for 10 minutes with ice-cooling and then for 15 hours at room temperature. The mixture was poured into a mixture of ethyl acetate (20 ml) and water (20 ml). The organic layer separated was washed with brine and dried over magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The residue was then triturated with n-hexane. The precipitates were taken out by filtration and dried with air to obtain ethyl 6,7,8-trifluoro-1-[N-methyl-N-{2,2-bis(tert-butoxycarbonyl)ethyl}amino]-1,4-dihydro-4-oxoquinoline-3-carboxylate (775.8 mg) as a pale yellow powder.

후처리

  1. temperaturecooling
  2. stirringstirred for 10 minutes with ice-
  3. temperaturecooling
  4. customThe organic layer separated
  5. washwas washed with brine
  6. dry with materialdried over magnesium sulfate
  7. customthe solvent was removed by distillation under reduced pressure
  8. customThe residue was then triturated with n-hexane
  9. filtrationThe precipitates were taken out by filtration
  10. customdried with air

출처 및 근거

ORD 기록
ord-c7235514ddda40b588d44d2822bfce56
출처 데이터셋
uspto-grants-1994_10
특허 번호
US05359066

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