Potassium Iodide → HCID 178444529, 화합물

HRID 1849922노트

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HRID 1849922 반응식
[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([CH:10]2[CH2:15][CH2:14][CH:13]([OH:16])[CH:12]=[CH:11]2)[CH2:6][CH2:5]1)[CH2:2][CH3:3].[H-].[Na+].[I-].[K+].[CH2:21]([C@H:26]1[CH2:31][CH2:30][C@H:29]([CH2:32]Br)[CH2:28][CH2:27]1)[CH2:22][CH2:23][CH2:24][CH3:25]>C1COCC1.O>[CH2:1]([C@H:4]1[CH2:5][CH2:6][C@H:7]([CH:10]2[CH:15]=[CH:14][CH:13]([O:16][CH2:32][C@H:29]3[CH2:30][CH2:31][C@H:26]([CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:27][CH2:28]3)[CH2:12][CH2:11]2)[CH2:8][CH2:9]1)[CH2:2][CH3:3]

참가 물질

7

반응물 4

HCID 4875Potassium IodideHCID 24758Sodium hydrideHCID 178444389HCID 178444389, 화합물HCID 178447903HCID 178447903, 화합물

생성물 1

HCID 178444529HCID 178444529, 화합물수율 3.6%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

Under a nitrogen atmosphere, 2.4 g of 4-(trans-4-propylcyclohexyl)-2-cyclohexene-1-ol (r-1) was dissolved into 50 mL of THF, 0.52 g of 60% sodium hydride was added under ice-cooling, and the resultant mixture was stirred at room temperature for 1 hour. Thereto, 2.3 g of potassium iodide and 3.2 g of (trans-4-pentylcyclohexyl)bromomethane (r-2) dissolved in 30 mL of THF were added, and the resultant mixture was stirred under heating reflux for 8 hours. The resultant reaction mixture was poured into water, and subjected to extraction with toluene. Combined organic layers were washed with saturated brine, and then dried over anhydrous magnesium sulfate. A solvent was evaporated under reduced pressure, and a residue was purified by silica gel column chromatography (eluate:heptane:toluene=1:1 (in a volume ratio)), and further purified by recrystallization from a mixed solvent of heptane:Solmix A-11 (registered tradename; Japan Alcohol Trading Co., Ltd.)=1:2 (in a volume ratio), and thus 0.15 g of 6-(trans-4-propylcyclohexyl)-3-(trans-4-pentylcyclohexyl)methoxy cyclohexene [compound (1-3-1-18) was obtained.

후처리

  1. additionwas added under ice-
  2. temperaturecooling
  3. additionwere added
  4. temperatureunder heating
  5. temperaturereflux for 8 hours
  6. customThe resultant reaction mixture
  7. extractionsubjected to extraction with toluene
  8. washCombined organic layers were washed with saturated brine
  9. dry with materialdried over anhydrous magnesium sulfate
  10. customA solvent was evaporated under reduced pressure
  11. customa residue was purified by silica gel column chromatography (eluate:heptane
  12. customtoluene=1:1 (in a volume ratio)), and further purified by recrystallization from a mixed solvent of heptane

출처 및 근거

ORD 기록
ord-3ed26e9f75214a168627206fa4673557
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08956552B2

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