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

HRID 1904977ノート

反応式

HRID 1904977 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-15c3f46d6ff44ef7b55f69dc6106e831
出典データセット
uspto-grants-1989_06
特許番号
US04840971

反応ノート

読み込み中…