Sodium hydride → 4-[2-(4-Chlorophenyl)ethoxy]-8-fluoroquinoline

HRID 487128

반응식

HRID 487128 반응식
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][OH:12])=[CH:6][CH:5]=1.Cl[C:14]1[C:23]2[C:18](=[C:19]([F:24])[CH:20]=[CH:21][CH:22]=2)[N:17]=[CH:16][CH:15]=1>CN(C=O)C>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][O:12][C:14]2[C:23]3[C:18](=[C:19]([F:24])[CH:20]=[CH:21][CH:22]=3)[N:17]=[CH:16][CH:15]=2)=[CH:6][CH:5]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 74647p-Chlorophenethylic alcoholHCID 27365874-Chloro-8-fluoroquinoline

생성물 1

HCID 190940614-[2-(4-Chlorophenyl)ethoxy]-8-fluoroquinoline수율 11.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

To 1.2 g of sodium hydride in 50 mL of DMF was added 3.9 g of 2-(4-chlorophenyl)ethyl alcohol. The mixture was stirred at room temperature for one hour, then 4.5 g of 4-chloro-8-fluoroquinoline in 10 mL of DMF was added, the the mixture was heated to reflux for two hours. Then the mixture was allowed to cool to room temperature while it was stirred for four hours, after which it was poured into an ice/water mixture. The mixture was filtered, and the filter cake was washed with H2O. Recrystallization from pentane/ethyl acetate gave 0.840 g of the title product. Yield 11.2%. M.P. 139°-140° C.

후처리

  1. temperaturethe the mixture was heated
  2. temperatureto reflux for two hours
  3. temperatureto cool to room temperature while it
  4. stirringwas stirred for four hours
  5. filtrationThe mixture was filtered
  6. washthe filter cake was washed with H2O
  7. customRecrystallization from pentane/ethyl acetate

출처 및 근거

ORD 기록
ord-ed3a2226d3f645fca9d90e8efbf0f51b
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05294622

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