Sodium hydride → 2-(3-Chloro-4-ethoxyphenyl)-3,3,3-trifluoropropyl 3-(4-fluorophenoxy)benzyl ether

HRID 1904977노트

반응식

HRID 1904977 반응식
[H-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]([CH:13]([C:16]([F:19])([F:18])[F:17])[CH2:14][OH:15])[CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH3:12].[F:20][C:21]1[CH:35]=[CH:34][C:24]([O:25][C:26]2[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=2)[CH2:29]Br)=[CH:23][CH:22]=1>C1COCC1>[F:20][C:21]1[CH:35]=[CH:34][C:24]([O:25][C:26]2[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=2)[CH2:29][O:15][CH2:14][CH:13]([C:6]2[CH:7]=[CH:8][C:9]([O:10][CH2:11][CH3:12])=[C:4]([Cl:3])[CH:5]=2)[C:16]([F:17])([F:18])[F:19])=[CH:23][CH:22]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 27374563-(4-Fluorophenoxy)benzyl BromideHCID 200366852-(3-Chloro-4-ethoxyphenyl)-3,3,3-trifluoropropanol

생성물 1

HCID 145808152-(3-Chloro-4-ethoxyphenyl)-3,3,3-trifluoropropyl 3-(4-fluorophenoxy)benzyl ether수율 35.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Under a nitrogen atmosphere, 60 mg of sodium hydride (60% oil dispersion) was added to 10 ml of dry THF. A solution of 0.41 g of 2-(3-chloro-4-ethoxyphenyl)-3,3,3-trifluoropropanol and 1.43 g of 3-(4-fluorophenoxy)benzyl bromide in 10 ml of dry THF was then added with ice-cooling, and the reaction solution was stirred with ice-cooling for 1 hour and at room temperature for 12 hours. Thereafter, the reaction mixture was poured into dilute HCl-ice water and extracted twice with diethyl ether. The ether layers were combined, washed with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was removed under a reduced pressure, and the residue was subjected to column chromatography on silica gel [eluted with n-hexane/ethyl acetate (40:1) mixture] to obtain 255 mg of the desired compound.

후처리

  1. temperaturecooling
  2. extractionextracted twice with diethyl ether
  3. washwashed with saturated sodium chloride solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed under a reduced pressure

출처 및 근거

ORD 기록
ord-15c3f46d6ff44ef7b55f69dc6106e831
출처 데이터셋
uspto-grants-1989_06
특허 번호
US04840971

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