Ozone → HCID 14724059, compound

HRID 1199172Notes

Reaction equation

HRID 1199172 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-3ba167eb2972498180dde2463fed9fb1
Source dataset
uspto-grants-1990_02
Patent number
US04898950

Reaction notes

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