Ozone → HCID 56999087, compound

HRID 1974950Notes

Reaction equation

HRID 1974950 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-c739eaf747fd449fab571b7cab9d1227
Source dataset
uspto-grants-1994_02
Patent number
US05284849

Reaction notes

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