HCID 20490686, compound → HCID 20490674, compound

HRID 435062Notes

Reaction equation

HRID 435062 reaction equation
[CH3:1][C:2]1([CH3:19])[CH:6]([OH:7])[CH2:5][C:4]([CH2:10][O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)([CH2:8][CH3:9])[O:3]1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl>[CH3:19][C:2]1([CH3:1])[C:6](=[O:7])[CH2:5][C:4]([CH2:10][O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)([CH2:8][CH3:9])[O:3]1

Participants

4

Reactant 2

HCID 20490686HCID 20490686, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 20490674HCID 20490674, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The alcohol of Example 3(16 g), methylene chloride (300 ml) and pyridinium chlorochromate (14.5 g) were stirred over two days at room temperature. The solution was filtered through a column of Fluorosil using methylene chloride as eluant. Evaporation of the solvent gave 15.8 g, corresponding a 100% yield, of the desired product, which solidified on cooling.

Workup

  1. filtrationThe solution was filtered through a column of Fluorosil
  2. customEvaporation of the solvent
  3. customgave 15.8 g

Sources & evidence

ORD record
ord-74f9355fc3a84ec8b2804113ea719e00
Source dataset
uspto-grants-1983_08
Patent number
US04400198

Reaction notes

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