Sulfuric Acid → Bicyclohexyl-3-ene

HRID 1433111

반응식

HRID 1433111 반응식
[CH:1]1([CH:7]2[CH2:12][CH2:11][CH:10](O)[CH2:9][CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.S(=O)(=O)(O)O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O>[CH:1]1([CH:7]2[CH2:12][CH2:11][CH:10]=[CH:9][CH2:8]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 24436Sodium SulfateHCID 755184-Cyclohexylcyclohexanol

생성물 1

HCID 524573Bicyclohexyl-3-ene수율 90%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A 1 L four-necked flask equipped with a mechanical stirrer, a thermometer, and a Dean-Stark water separator was charged with 4-cyclohexyl-1-cyclohexanol (0.549 mol), sulfuric acid (0.055 mol), sodium sulfate (0.055 mol), distilled water (40 g), and xylene (100 g), and they were heated and refluxed for 3 hours. After completion of the reaction, the reaction mixture was filtered with a glass filter, the solvent was removed by vacuum distillation, and purification was carried out by silica gel column chromatography (silica gel 60 (70-230 mesh), manufactured by Merck Ltd., elution solvent: n-hexane). The reaction product thus obtained was subjected to vacuum distillation using a kugelrohr distillation apparatus at 120° C./666 Pa to give 81.04 g (90% yield) of 4-cyclohexyl-1-cyclohexene (Formula (18) below). The results of 1H-NMR of this product are shown below.

후처리

  1. customA 1 L four-necked flask equipped with a mechanical stirrer
  2. distillationdistilled water (40 g), and xylene (100 g), and they
  3. temperaturewere heated
  4. temperaturerefluxed for 3 hours
  5. customAfter completion of the reaction
  6. filtrationthe reaction mixture was filtered with a glass
  7. filtrationfilter
  8. customthe solvent was removed by vacuum distillation, and purification
  9. washwas carried out by silica gel column chromatography (silica gel 60 (70-230 mesh), manufactured by Merck Ltd., elution solvent: n-hexane)
  10. customThe reaction product thus obtained
  11. distillationwas subjected to vacuum distillation
  12. distillationa kugelrohr distillation apparatus at 120° C./666 Pa

출처 및 근거

ORD 기록
ord-52411b60a4fe47dab2cf1cae4122c13e
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612123B2

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