Ozone → HCID 14724059, compound

HRID 974512Notes

Reaction equation

HRID 974512 reaction equation
[O:1]=[O+][O-].[CH:4]([CH:9]1[O:14][C:13]2([CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[O:12][CH:11]([CH2:20][C:21]([OH:23])=[O:22])[CH2:10]1)=CC=CC>C(Cl)Cl>[CH:4]([CH:9]1[O:14][C:13]2([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]2)[O:12][CH:11]([CH2:20][C:21]([OH:23])=[O:22])[CH2:10]1)=[O:1]

Participants

4

Reactant 2

HCID 24823OzoneHCID 54553066HCID 54553066, compound

Product 1

HCID 14724059HCID 14724059, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ozone was passed through a solution of 4-(1,3-pentadienyl)-1,5-dioxaspiro[5.5]undecane-2-acetic acid (570 mg, 2.0 mmol) in methylene chloride (25 mL) at -78° C. After the solution had attained a blue color, nitrogen was passed through the solution to remove the excess ozone. Dimethyl sulfide (0.5 mL) was added and the solution was concentrated under reduced pressure to afford the title compound as a viscous oil which was used without further purification in the subsequent step.

Workup

  1. customto remove the excess ozone
  2. additionDimethyl sulfide (0.5 mL) was added
  3. concentrationthe solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-5b0cd44d261e4baa8cae49329756eb2a
Source dataset
uspto-grants-1991_11
Patent number
US05068346

Reaction notes

Loading…