Hydrogen Peroxide → 1,2-Epoxycyclooctane

HRID 13734

Reaction equation

HRID 13734 reaction equation
[OH:1]O.[CH:3]1=[CH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]1>C(O)(C)(C)C>[CH:3]12[O:1][CH:10]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]2

Participants

4

Conditions

Temperature
30 °C

Procedure

Hydrogen peroxide (30%, 2 ml) was added to a mixture of the catalyst from Example 48 (0.04 g) and cis-cyclooctene (1.4 g, 11.5 mmol) in tert-butanol (10 ml) at 30° C. under an atmosphere of nitrogen. The reaction mixture was stirred at 30° C. for 48 h under nitrogen. The catalyst was filtered off and washed well with ether (80 ml). The combined organic layers were washed well with water (2×40 ml) and then dried over magnesium sulphate. After filtration the solvent was removed under reduced pressure—20° C. at 50 mm of Hg—to afford 9-oxabicyclo[6.1.0] nonane as a white solid (0.95 g, 65%). M.p. 51° C., lit. m.p. 53-56° C.

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed well with ether (80 ml)
  3. washThe combined organic layers were washed well with water (2×40 ml)
  4. dry with materialdried over magnesium sulphate
  5. filtrationAfter filtration the solvent
  6. customwas removed under reduced pressure—20° C. at 50 mm of Hg—

Sources & evidence

ORD record
ord-a3737b6754ce46ea9ec4a4e839d3ab7b
Source dataset
uspto-grants-2010_06
Patent number
US07728159B2

Linked notes

Loading…