Water → HCID 10392180、化合物

HRID 1708551ノート

反応式

HRID 1708551 の反応式
C(Cl)Cl.[F:4][C:5]1[CH:6]=[C:7]2[C:12](=[C:13]([F:16])[C:14]=1[F:15])[N:11]([NH:17][CH3:18])[CH:10]=[C:9]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:8]2=[O:24].[C:25]([O:29][C:30]([C:32](=[CH2:40])[C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])=[O:31])([CH3:28])([CH3:27])[CH3:26].O>C(OCC)(=O)C.[Ti](Cl)(Cl)(Cl)Cl>[F:4][C:5]1[CH:6]=[C:7]2[C:12](=[C:13]([F:16])[C:14]=1[F:15])[N:11]([N:17]([CH3:18])[CH2:40][CH:32]([C:30]([O:29][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:31])[C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH:10]=[C:9]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:8]2=[O:24]

参加物

7

反応物 4

HCID 962WaterHCID 6344DichloromethaneHCID 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 56.1%

試薬・触媒・溶媒 2

HCID 24193Titanium Tetrachloride触媒HCID 8857Ethyl Acetate溶媒

実験手順

Methylene chloride (10 ml) solution of ethyl 6,7,8-trifluoro-1-methylamino-1,4-dihydro-4-oxoquinoline-3-carboxylate (1.0 g) and tert-butyl 2-tert-butoxycarbonylacrylate (1.52 g) was cooled in an ice bath in nitrogen atmosphere, and titanium tetrachloride (632.4 mg) was dropwise added thereto. After 30 minutes, this was diluted with ethyl acetate (100 ml) and then with water (100 ml). The organic layer was separated out, washed with water (2×50 ml), dried over magnesium sulfate and concentrated under reduced pressure to obtain an yellow syrup product. The syrup product was subjected to column chromatography with silica gel and eluted with a mixed solvent of methylene chloride/ethyl acetate (10/1) 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 (988 mg), as a white solid.

後処理

  1. additionwas dropwise added
  2. customThe organic layer was separated out
  3. washwashed with water (2×50 ml)
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customto obtain an yellow syrup product
  7. washeluted with a mixed solvent of methylene chloride/ethyl acetate (10/1)

出典と根拠

ORDレコード
ord-2a9a0b77e8084c59bf48c3d434d1bd46
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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