Cornforth reagent → HCID 9899408, compound

HRID 1609551Notes

Reaction equation

HRID 1609551 reaction equation
[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[CH3:22][C:23]1[C:28]([CH2:29][OH:30])=[C:27]([C:31]2[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=2)[CH:26]=[C:25]([CH3:38])[N:24]=1>ClCCl>[CH3:22][C:23]1[C:28]([CH:29]=[O:30])=[C:27]([C:31]2[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=2)[CH:26]=[C:25]([CH3:38])[N:24]=1

Participants

4

Reactant 2

HCID 2724130Cornforth reagentHCID 9834537HCID 9834537, compound

Product 1

HCID 9899408HCID 9899408, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
250 °C

Procedure

1.5 g (7 mmol) of pyridinium dichromate are added in portions to 1.0 g (4.3 mmol) of the compound from Example 29 in 20 ml of dichloromethane, the mixture is stirred for 2 h at 250° C., after concentrating chromatographed over 150 g of silica gel using dichloromethane/methanol 10:1 and 0.71 g of product are obtained.

Workup

  1. concentrationafter concentrating
  2. customchromatographed over 150 g of silica gel
  3. customare obtained

Sources & evidence

ORD record
ord-1fea34f619494a8fbbbaeec553854ba5
Source dataset
uspto-grants-1995_03
Patent number
US05401746

Reaction notes

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