Sulfuric acid magnesium salt (1:1) → Formylcycloheptane

HRID 2231133Notes

Reaction equation

HRID 2231133 reaction equation
[CH:1]1([CH2:8][OH:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[O-]S([O-])(=O)=O.[Mg+2].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl>[CH:1]1([CH:8]=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 78193CycloheptanemethanolHCID 178418287HCID 178418287, compound

Product 1

HCID 77961FormylcycloheptaneYield 92.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Cycloheptanemethanol (20 mmol, 2.56 g) was combined with methylene chloride (40 ml), Celite® (2.56 g), and MgSO4 (0.5 g). Pyridinium chlorochromate (30 mmol, 6.47 g) was added. After 2.5 hours, the mixture was filtered through silica and concentrated, affording the title compound as an oil (2.33 g, 91%).

Workup

  1. filtrationthe mixture was filtered through silica
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-57cc18ba2661486d9ee793c06fcdc185
Source dataset
uspto-grants-2002_07
Patent number
US06426360B1

Reaction notes

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