Dichloromethane → HCID 10392180、化合物

HRID 1708552ノート

反応式

HRID 1708552 の反応式
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]

参加物

8

反応物 4

HCID 6344Dichloromethane2 回HCID 8028TetrahydrofuranHCID 11096368Propanedioic acid, methylene-, bis(1,1-dimethylethyl) esterHCID 11098599Ethyl 6,7,8-trifluoro-1-(methylamino)-4-oxo-1,4-dihydroquinoline-3-carboxylate

生成物 1

HCID 10392180HCID 10392180、化合物収率 220.4%

試薬・触媒・溶媒 3

HCID 24193Titanium Tetrachloride触媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c7235514ddda40b588d44d2822bfce56
出典データセット
uspto-grants-1994_10
特許番号
US05359066

反応ノート

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