Hydrogen Peroxide → HCID 59536621, compound

HRID 1922174Notes

Reaction equation

HRID 1922174 reaction equation
[OH:1]O.[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8](B(O)O)=[C:7]([CH3:14])[N:6]=1.O>ClCCl>[CH3:3][O:4][C:5]1[N:6]=[C:7]([CH3:14])[C:8]([OH:1])=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 962WaterHCID 27630842-Methyl-6-methoxypyridine-3-boronic acid

Product 1

HCID 59536621HCID 59536621, compoundYield 62.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Add hydrogen peroxide (7.69 mL, 89.8 mmol) to a stirred mixture of 2-methoxy-6-methyl-5-pyridylboronic acid (5.0 g, 30 mmol) in dichloromethane (100 mL) kept under nitrogen at room temperature. Stir overnight at ambient temperature, add water and extract the mixture with dichloromethane. Combine the organic phases, dry (MgSO4), filter and concentrate to afford 2.6 g (62%) of the title compound. MS (m/z)=140 [M+1]

Workup

  1. customkept under nitrogen at room temperature
  2. extractionextract the mixture with dichloromethane
  3. dry with materialdry (MgSO4)
  4. filtrationfilter
  5. concentrationconcentrate

Sources & evidence

ORD record
ord-15719b56bbb1479dae037ccbf7d0d6db
Source dataset
uspto-grants-2012_05
Patent number
US08173821B2

Reaction notes

Loading…