Dichloromethane → HCID 21223283, compound

HRID 1939149Notes

Reaction equation

HRID 1939149 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.ClCCl.[OH:15][CH2:16][C:17]1[O:22][C:21]([CH3:24])([CH3:23])[O:20][C:19](=[O:25])[C:18]=1[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CCOCC>[CH:16]([C:17]1[O:22][C:21]([CH3:24])([CH3:23])[O:20][C:19](=[O:25])[C:18]=1[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:15]

Participants

5

Reactant 3

HCID 6344Dichloromethane2×HCID 21223274HCID 21223274, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 21223283HCID 21223283, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Pyridinium chlorochromate (1.29 g) was suspended into dichloromethane (8 ml), then a dichloromethane suspension (3 ml) of 6-hydroxymethyl-2,2-dimethyl-5-phenyl-2H,4H-1,3-dioxin-4-one (Compound No. 236, 0.70 g) was added thereto at room temperature. After stirring for 5 hours, a large amount of ether was added and extracted by decantation. The organic layer was dried with magnesium sulfate, the solvent was removed by evaporation, and the crude product was purified by silica gel chromatography to afford the captioned compound (0.43 g, yield 67%).

Workup

  1. customat room temperature
  2. extractionextracted by decantation
  3. dry with materialThe organic layer was dried with magnesium sulfate
  4. customthe solvent was removed by evaporation
  5. customthe crude product was purified by silica gel chromatography

Sources & evidence

ORD record
ord-6f81e32cdae749ecb7550275842c9977
Source dataset
uspto-grants-1997_12
Patent number
US05696054

Reaction notes

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