tert-Butyl hydroperoxide → 2-Hexyloxirane

HRID 259412

반응식

HRID 259412 반응식
[O-]O.[B].[CH3:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11].C([O:16]O)(C)(C)C>B#[W]>[CH2:11]1[O:16][CH:10]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH3:4]

참가 물질

6

반응물 4

HCID 6410tert-Butyl hydroperoxideHCID 81251-OcteneHCID 18500Perhydroxyl radicalHCID 5462311Boron

생성물 1

HCID 181262-Hexyloxirane수율 36%

시약·촉매·용매 1

HCID 82793Tungsten boride촉매

반응 조건

온도
90 °C

실험 절차

In this example, the liquid phase epoxidation of an olefinic compound with an organic hydroperoxide was carried out in the presence of a catalytic amount of a boron containing substance in accordance with the instant invention. A 250 ml. flask equipped with a stirrer, thermometer, reflux condenser and dropping funnel was charged with 84 g. octene-1 and 1 g. tungsten boride (WB). The charged mixture was heated to 90° C and 90% tertiary butyl hydroperoxide was added dropwise until a total of 25 g. had been added. The reaction mixture was then heated at reflux (108°-110° C) for 220 minutes with stirring. The heated mixture was allowed to cool and then the crude reaction product was analyzed. The analysis indicated a 36% yield of octene oxide based on the amount of charged hydroperoxide. The crude reaction product was filtered by conventional methods and the resulting filtrate was analyzed for metal content by atomic absorption analysis. No metals were detected in the filtrate.

후처리

  1. customflask equipped with a stirrer
  2. temperaturethermometer, reflux condenser
  3. additionwas charged with 84 g
  4. additionhad been added
  5. temperatureThe reaction mixture was then heated
  6. temperatureat reflux (108°-110° C) for 220 minutes
  7. temperatureto cool
  8. customthe crude reaction product

출처 및 근거

ORD 기록
ord-0496d36479cc4b3ea916f93b032da168
출처 데이터셋
uspto-grants-1977_07
특허 번호
US04038290

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