Hydrogen Peroxide → (R,R)-Stilbene oxide

HRID 650281

반응식

HRID 650281 반응식
[C:1]1(/[CH:7]=[CH:8]/[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:15]O>C1COCC1.O.[O-2].[O-2].[Mn+4]>[CH:4]1[CH:3]=[CH:2][C:1]([C@H:7]2[O:15][C@@H:8]2[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:6][CH:5]=1

참가 물질

6

반응물 2

HCID 784Hydrogen PeroxideHCID 638088trans-Stilbene

생성물 1

HCID 185583(R,R)-Stilbene oxide수율 96%

시약·촉매·용매 3

HCID 962Water촉매HCID 178418406HCID 178418406, 화합물촉매HCID 8028Tetrahydrofuran용매2회

실험 절차

In a 25 mL scintillation vial equipped with a magnetic stirrer, trans-stilbene (1.80 g, 10 mmol) was placed followed by addition of 2.8 mL THF.6 To this solution was added BTSP (2.8 g, 15 mmol). The vial was immersed into ice/water bath. After 5 minutes Re2O7 (24 mg, 0.05 mmol) was added dropwise as a solution in 1.2 mL THF.7 The reaction turned yellow and was allowed to warm up to room temperature and stirred for 10 h. Upon completion, water (3 drops) was added followed by manganese dioxide (ca. 5 mg) in order to decompose the remaining H2O2. The destruction of H2O2 was evident by the disappearance of yellow color. The mixture was then dried over Na2SO4. Concentration afforded trans-stilbene oxide (1.88 g, 96% yield) of as an off-yellow solid.

후처리

  1. customIn a 25 mL scintillation vial equipped with a magnetic stirrer
  2. addition6 To this solution was added BTSP (2.8 g, 15 mmol)
  3. customThe vial was immersed into ice/water bath
  4. customThe destruction of H2O2
  5. dry with materialThe mixture was then dried over Na2SO4
  6. concentrationConcentration

출처 및 근거

ORD 기록
ord-d23b4f07d04b4318b7cf18a484905633
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06271400B1

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