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

HRID 928823노트

반응식

HRID 928823 반응식
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

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 10942334Sodium MethoxideHCID 867156552,4-Dichloro-6-iodo-3-(4-(trifluoromethyl)benzyl)quinoline2회

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
92 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-72a19a1e21db432db9915ab5c957991c
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290476B2

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