Sodium Carbonate → HCID 178444527, 화합물

HRID 841846노트

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HRID 841846 반응식
[CH2:1]([C@H:6]1[CH2:11][CH2:10][C@H:9]([CH2:12][O:13][C:14]2[CH:19]=[CH:18][C:17](I)=[CH:16][CH:15]=2)[CH2:8][CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5].OB(O)[C:23]1[CH:28]=[C:27]([F:29])[C:26]([O:30][C:31]([F:34])([F:33])[F:32])=[C:25]([F:35])[CH:24]=1.C(=O)([O-])[O-].[Na+].[Na+]>[Pd].O>[F:29][C:27]1[CH:28]=[C:23]([C:17]2[CH:18]=[CH:19][C:14]([O:13][CH2:12][C@H:9]3[CH2:10][CH2:11][C@H:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[CH2:7][CH2:8]3)=[CH:15][CH:16]=2)[CH:24]=[C:25]([F:35])[C:26]=1[O:30][C:31]([F:32])([F:33])[F:34]

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 23443787B-[3,5-Difluoro-4-(trifluoromethoxy)phenyl]boronic acidHCID 178444532HCID 178444532, 화합물

생성물 1

HCID 178444527HCID 178444527, 화합물

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 962Water용매

실험 절차

A mixture of 5.0 g (13 mmol) of 4-(trans-4-pentylcyclohexyl) methoxyiodo benzene, 4.1 g (34 mmol) of dihydroxy (3,5-difluoro-4-trifluoromethoxyphenyl) borane, 3.0 g of 5% palladium on activated charcoal and 7.2 g (136 mmol) of sodium carbonate was refluxed in toluene/alcohol/water (1/1/1 v/v, 75 ml) under a nitrogen atmosphere for 3 days. After cooling, the reaction solution was added with water (100 ml) and extracted twice with toluene (100 ml). An organic layer was dried over anhydrous magnesium sulfate, filtered and the solvent therein was distilled off under a reduced pressure. The residue thus obtained was purified by column chromatography (silica gel/heptane:toluene=5:1) and recrystallization (heptane-ethanol) to obtain colorless crystals of 2,6-difluoro-4-(4-(trans-4-pentylcyclohexyl) methoxyphenyl) trifluoromethoxybenzene.

후처리

  1. temperatureAfter cooling
  2. extractionextracted twice with toluene (100 ml)
  3. dry with materialAn organic layer was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. distillationthe solvent therein was distilled off under a reduced pressure
  6. customThe residue thus obtained
  7. customwas purified by column chromatography (silica gel/heptane:toluene=5:1) and recrystallization (heptane-ethanol)

출처 및 근거

ORD 기록
ord-d35764cb91854d54a29b0309e10c4a03
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06372153B1

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