Sodium Acetate → 5-Cyclohexyl-2,2-dimethyl-5-formyl-1,3-dioxane

HRID 2372415Notes

Reaction equation

HRID 2372415 reaction equation
[CH:1]1([C:7]2([CH2:15][OH:16])[CH2:12][O:11][C:10]([CH3:14])([CH3:13])[O:9][CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.C([O-])(=O)C.[Na+]>ClCCl.CCOCC>[CH:1]1([C:7]2([CH:15]=[O:16])[CH2:12][O:11][C:10]([CH3:13])([CH3:14])[O:9][CH2:8]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

6

Reactant 3

HCID 517045Sodium AcetateHCID 199044325-Cyclohexyl-2,2-dimethyl-5-hydroxymethyl-1,3-dioxaneHCID 178418287HCID 178418287, compound

Product 1

HCID 199044255-Cyclohexyl-2,2-dimethyl-5-formyl-1,3-dioxane

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

5-Cyclohexyl-2,2-dimethyl-5-hydroxymethyl-1,3-dioxane (2.2 g.) was added to a stirred suspension of pyridinium chlorochromate (6.1 g.) and anhydrous sodium acetate (3.0 g.) in dry dichloromethane (50 ml.), at 0°, under a current of nitrogen. The mixture was stirred at room temperature for six hours. The mixture was diluted with dry ether (100 ml) and the organic solution was decanted off. The oily residue was treated with ether and the combined extracts were evaporated in vacuo. 5-Cyclohexyl-2,2-dimethyl-5-formyl-1,3-dioxane was obtained as a pale yellow oil (1.8 g.) and was used without further purification.

Workup

  1. customthe organic solution was decanted off
  2. additionThe oily residue was treated with ether
  3. customthe combined extracts were evaporated in vacuo

Sources & evidence

ORD record
ord-0ad1f91a08484e22b0c14b4aa16c697a
Source dataset
uspto-grants-1992_03
Patent number
US05098929

Reaction notes

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