Sodium Bicarbonate → 4-Chloro-6-iodo-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinoline

HRID 928823ノート

反応式

HRID 928823 の反応式
Cl[C:2]1[C:11]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)=[C:10]([Cl:23])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([I:24])[CH:8]=2)[N:3]=1.C[O-].[Na+].[C:28](=O)(O)[O-:29].[Na+]>C1(C)C=CC=CC=1>[Cl:23][C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([I:24])[CH:8]=2)[N:3]=[C:2]([O:29][CH3:28])[C:11]=1[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=1

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 10942334Sodium MethoxideHCID 867156552,4-Dichloro-6-iodo-3-(4-(trifluoromethyl)benzyl)quinoline2 回

生成物 1

HCID 867156544-Chloro-6-iodo-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinoline

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
92 °C

実験手順

A heterogeneous mixture of 2,4-dichloro-6-iodo-3-(4-(trifluoromethyl)benzyl)quinoline (515 g, 1.068 mol, Intermediate 62: step b) and sodium methoxide (577.1 g, 10.68 mol) in toluene (5.34 L) was heated to 92° C. for 18 h and then 100° C. for 13 h. After cooling to room temperature the slurry was poured over an aqueous solution of sodium bicarbonate (11.54 kg, 7 wt %, 9.615 mol). The biphasic system was mixed and then the layers were separated. The organic layer was dried over MgSO4, filtered, and concentrated to afford the title compound as a white solid.

後処理

  1. temperatureAfter cooling to room temperature the slurry
  2. additionThe biphasic system was mixed
  3. customthe layers were separated
  4. dry with materialThe organic layer was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-72a19a1e21db432db9915ab5c957991c
出典データセット
uspto-grants-2016_03
特許番号
US09290476B2

反応ノート

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