Hydrogen Bromide → HCID 178515962, compound

HRID 2075217Notes

Reaction equation

HRID 2075217 reaction equation
[CH2:1]([C:8]1[CH:9]=[CH:10][C:11]([O:14]C)=[N:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br>CC(O)=O>[CH2:1]([C:8]1[CH:9]=[CH:10][C:11]([OH:14])=[N:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 584153415-Benzyl-2-methoxypyridine

Product 1

HCID 178515962HCID 178515962, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
140 °C

Procedure

5-Benzyl-2-methoxypyridine (2.6 g, 13 mmol) in 15 mL AcOH was added 15 mL 48% HBr. The mixture was heated to 140° C. for 3 h, cooled and poured onto ice. The mixture was basified to pH 6-7 and the resulting solid was collected by filtration, rinsed with water, and dried in vacuo to give 5-benzylpyridin-2-ol as an off-white solid. MS (ESI) m/z: Calculated: 185.1; Observed: 186.0 (M++1).

Workup

  1. temperaturecooled
  2. additionpoured onto ice
  3. filtrationthe resulting solid was collected by filtration
  4. washrinsed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-9d3660253ab9452b95c04c6f2a669506
Source dataset
uspto-grants-2011_04
Patent number
US07919519B2

Reaction notes

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