Potassium Carbonate → 2-(4-((4-Ethoxy-2,3-difluorophenoxy)methyl)cyclohexyl)-6-propyldecahydronaphthalene

HRID 1257946ノート

反応式

HRID 1257946 の反応式
C1(C)C=CC(S(OC[CH:12]2[CH2:17][CH2:16][CH:15]([CH:18]3[CH2:27][CH2:26][CH:25]4[CH:20]([CH2:21][CH2:22][CH:23]([CH2:28][CH2:29][CH3:30])[CH2:24]4)[CH2:19]3)[CH2:14][CH2:13]2)(=O)=O)=CC=1.[CH2:32]([O:34][C:35]1[CH:40]=[CH:39][C:38](O)=[C:37]([F:42])[C:36]=1[F:43])[CH3:33].[C:44](=[O:47])([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:32]([O:34][C:35]1[CH:40]=[CH:39][C:38]([O:47][CH2:44][CH:12]2[CH2:13][CH2:14][CH:15]([CH:18]3[CH2:27][CH2:26][CH:25]4[CH:20]([CH2:21][CH2:22][CH:23]([CH2:28][CH2:29][CH3:30])[CH2:24]4)[CH2:19]3)[CH2:16][CH2:17]2)=[C:37]([F:42])[C:36]=1[F:43])[CH3:33]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 144957634-Ethoxy-2,3-difluorophenolHCID 86666424(4-(6-Propyldecahydronaphthalene-2-yl)cyclohexyl)methyl p-toluenesulfonate

生成物 1

HCID 679549582-(4-((4-Ethoxy-2,3-difluorophenoxy)methyl)cyclohexyl)-6-propyldecahydronaphthalene収率 59.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

(4-(6-Propyldecahydronaphthalene-2-yl)cyclohexyl)methyl p-toluenesulfonate (3.5 g) prepared in the tenth step was dissolved in DMF (50 ml). 4-Ethoxy-2,3-difluorophenol (1.6 g) and potassium carbonate (2.2 g) were added, and the mixture was stirred at 70° C. for 5 hours. The reaction mixture was washed with water, and dried over anhydrous magnesium sulfate. The DMF was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-heptane=1/20 by volume) and then by recrystallization (solvent: Solmix/n-heptane=1/4 by volume) to give 2-(4-((4-ethoxy-2,3-difluorophenoxy)methyl)cyclohexyl)-6-propyldecahydronaphthalene (2.1 g).

後処理

  1. washThe reaction mixture was washed with water
  2. dry with materialdried over anhydrous magnesium sulfate
  3. distillationThe DMF was distilled off under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-heptane=1/20 by volume)
  5. customby recrystallization (solvent: Solmix/n-heptane=1/4 by volume)

出典と根拠

ORDレコード
ord-7497f8b097ad431cbfd3e80f7e1522fe
出典データセット
uspto-grants-2013_06
特許番号
US08465674B2

反応ノート

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