Hydrogen Bromide → HCID 178436455, compound

HRID 2390795Notes

Reaction equation

HRID 2390795 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9]C)[N:4]=1)[CH3:2].Br.C([O-])(O)=O.[Na+]>CC(O)=O>[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([OH:9])[N:4]=1)[CH3:2]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 516892Sodium BicarbonateHCID 53247772-Ethyl-6-methoxypyridine

Product 1

HCID 178436455HCID 178436455, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
90 °C

Procedure

step 3—A mixture of 26 (530 mg), 48% HBr (1.05 mL) and HOAc (10 mL) in a sealed tube was heated at 90° C. overnight. The reaction mixture was cooled to RT, carefully poured into saturated aqueous NaHCO3 solution, and then extracted with EtOAc. The organic layer was washed with brine, dried (Na2SO4) and concentrated to afford 2-ethyl-6-hydroxypyridine (28) as a light yellow solid.

Workup

  1. temperatureThe reaction mixture was cooled to RT
  2. extractionextracted with EtOAc
  3. washThe organic layer was washed with brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-61277dc162d94979be01d3fe0401a79b
Source dataset
uspto-grants-2012_09
Patent number
US08273773B2

Reaction notes

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