Ozone → HCID 56999087, compound

HRID 1729263Notes

Reaction equation

HRID 1729263 reaction equation
[CH3:1][C:2]1([CH3:13])[O:6][C@@H:5]([CH2:7][CH:8]([CH3:10])[CH3:9])[C@@H:4]([CH:11]=C)[O:3]1.[O:14]=[O+][O-]>ClCCl>[CH3:13][C:2]1([CH3:1])[O:6][C@@H:5]([CH2:7][CH:8]([CH3:9])[CH3:10])[C@H:4]([CH:11]=[O:14])[O:3]1

Participants

4

Reactant 2

HCID 24823OzoneHCID 57017871HCID 57017871, compound

Product 1

HCID 56999087HCID 56999087, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A dichloromethane solution of the product of Example 16B (1 g) is cooled to -78° C. and a stream of ozone is passed through the solution until a blue color persists. Excess ozone is removed with nitrogen ebullition and dimethyl sulfide (1 mL) is added. The reaction is allowed to warm to room temperature and stirred overnight. The solvents are removed under reduced pressure, and the title compound is obtained following purification by silica gel chromatography.

Workup

  1. customExcess ozone is removed with nitrogen ebullition and dimethyl sulfide (1 mL)
  2. additionis added
  3. customThe solvents are removed under reduced pressure

Sources & evidence

ORD record
ord-03e2cfc8c6f94654a839096e22137250
Source dataset
uspto-grants-1994_07
Patent number
US05332742

Reaction notes

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