HCID 19776895, compound → HCID 19776913, compound

HRID 1612875Notes

Reaction equation

HRID 1612875 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[Br:12][C:13]1[C:24]2[CH2:23][O:22][C:21](=[O:25])[C:20]3[C:26]([O:36][CH3:37])=[C:27]([CH:30]([OH:35])[CH2:31][CH:32]([CH3:34])[CH3:33])[CH:28]=[CH:29][C:19]=3[S:18][C:17]=2[C:16]([O:38][CH3:39])=[CH:15][C:14]=1[CH3:40]>ClCCl>[Br:12][C:13]1[C:24]2[CH2:23][O:22][C:21](=[O:25])[C:20]3[C:26]([O:36][CH3:37])=[C:27]([C:30](=[O:35])[CH2:31][CH:32]([CH3:34])[CH3:33])[CH:28]=[CH:29][C:19]=3[S:18][C:17]=2[C:16]([O:38][CH3:39])=[CH:15][C:14]=1[CH3:40]

Participants

4

Reactant 2

HCID 19776895HCID 19776895, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 19776913HCID 19776913, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

31 mg (0.15 mmol) of pyridinium chlorochromate are added to a solution of 35 mg (0.07 mmol) of the compound from Example XV in 4 ml of dichlormethane and the mixture is stirred at room temperature for 2 hours. The reaction solution is applied to silica gel, eluted with dichloromethane and chromatographed on silica gel using petroleum ether/ethyl acetate 1:3.

Workup

  1. washeluted with dichloromethane
  2. customchromatographed on silica gel

Sources & evidence

ORD record
ord-f0dbf35eda1e43a491864bad6d848f3b
Source dataset
uspto-grants-1993_03
Patent number
US05190971

Reaction notes

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