HCID 13849566, compound → HCID 20205087, compound

HRID 978105Notes

Reaction equation

HRID 978105 reaction equation
[OH:1][CH2:2][C:3]1[O:4][C:5]2[CH:12]=[CH:11][CH:10]=[C:9]([OH:13])[C:6]=2[C:7]=1[CH3:8].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl>[CH:2]([C:3]1[O:4][C:5]2[CH:12]=[CH:11][CH:10]=[C:9]([OH:13])[C:6]=2[C:7]=1[CH3:8])=[O:1]

Participants

4

Reactant 2

HCID 13849566HCID 13849566, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 20205087HCID 20205087, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the compound of step A (356 mg) in methylene chloride (50 ml) is added pyridinium chlorochromate (648 mg). Stir the reaction mixture at room temperature for 1.5 hours and then filter through a bed of Florisil. Evaporate the filtrate and purify the residue by chromatography over 30 g of silica gel, using methylene chloride-ethyl acetate as eluent to obtain the title compound.

Workup

  1. filtrationfilter through a bed of Florisil
  2. customEvaporate the filtrate
  3. custompurify the residue by chromatography over 30 g of silica gel

Sources & evidence

ORD record
ord-f7db0c779f534652978b17ceab97c72c
Source dataset
uspto-grants-1987_05
Patent number
US04663347

Reaction notes

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