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

HRID 1257946노트

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HRID 1257946 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
70 °C

실험 절차

(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).

후처리

  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)

출처 및 근거

ORD 기록
ord-7497f8b097ad431cbfd3e80f7e1522fe
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08465674B2

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