Reaktion #736302

ord-2442665bc9f04580ae86d55c2770ba91

Reaktionsgleichung

C=C(C)[C@H]1CC=C(C)CC1
d-limonene
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
CC(=O)OO
peracetic acid
→
C=C(C)C1CCC2(C)OC2C1
Limonene Oxide

Edukte

C=C(C)[C@H]1CC=C(C)CC1
d-limonene
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
CC(=O)OO
peracetic acid

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONA mechanically stirred mixture of 1 kg
  2. 2
    workup.ADDITIONtreated with 1.61 kg
  3. 3
    workup.ADDITIONAfter the addition
  4. 4
    Waschenwashed with ice water, sodium carbonate, and brine
  5. 5
    TrocknenThe oil was dried over magnesium sulfate
  6. 6
    workup.DISTILLATIONdistilled
  7. 7
    Sonstigeto give
  8. 8
    Sonstigerecovered limonene (30 g)

Vorschrift

A mechanically stirred mixture of 1 kg. (7.3 mol.) of d-limonene (7.3 mol.) and sodium carbonate (310.6 g) was cooled to 0°-10° C., and treated with 1.61 kg. (9.1 mol.) 40% peracetic acid by dropwise addition. After the addition was complete, the reaction mixture was stirred for another 45 min., washed with ice water, sodium carbonate, and brine. The oil was dried over magnesium sulfate, and distilled to give recovered limonene (30 g), the cis-epoxide (257 g) and trans-epoxide (296 g), and diepoxide (82 g).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04738892uspto-grants-1988_04