Hydrogen Peroxide → HCID 86677697, compound

HRID 1499765Notes

Reaction equation

HRID 1499765 reaction equation
[C:1]([C:4]1[C:5]([O:14][CH2:15][CH3:16])=[C:6]([C:9]([CH3:13])=[C:10]([Cl:12])[CH:11]=1)[CH:7]=[O:8])(=[O:3])[CH3:2].O.[OH:18]P([O-])(O)=O.[Na+].OO.Cl([O-])=O.[Na+]>C(#N)C.O.Cl>[C:1]([C:4]1[C:5]([O:14][CH2:15][CH3:16])=[C:6]([C:9]([CH3:13])=[C:10]([Cl:12])[CH:11]=1)[C:7]([OH:18])=[O:8])(=[O:3])[CH3:2]

Participants

8

Reactant 4

HCID 784Hydrogen PeroxideHCID 516949Sodium Phosphate, Monobasic, MonohydrateHCID 23668197Sodium ChloriteHCID 86677695HCID 86677695, compound

Product 1

HCID 86677697HCID 86677697, compoundYield 309.3%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

A solution of 3-acetyl-5-chloro-2-ethoxy-6-methylbenzaldehyde (0.58 g, 2.4 mmol) and sodium phosphate monobasic monohydrate (116 mg, 0.844 mmol) in acetonitrile (11.8 mL) and water (2.5 mL) was cooled in an ice bath. 30% Hydrogen peroxide (0.98 mL, 9.6 mmol) was added followed by solid sodium chlorite (0.545 g, 4.82 mmol). The mixture was stirred for 1 h. The mixture was diluted with 1 M HCl solution, and extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered and concentrated to give the desired product (0.67 g, 100%). LCMS calculated for C12H13ClO4Na (M+Na)+: m/z=279.1; Found: 279.0.

Workup

  1. extractionextracted with EtOAc
  2. dry with materialThe combined organic layers were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-071f026774f945ae9554a5e0e669b00f
Source dataset
uspto-grants-2015_12
Patent number
US09199982B2

Reaction notes

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