HCID 10704487, compound → 2-Hydroxymethyl-6-phenylpyridine

HRID 2288625Notes

Reaction equation

HRID 2288625 reaction equation
[C:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][O:14]C(=O)C)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>Cl>[C:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][OH:14])[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 10704487HCID 10704487, compound

Product 1

HCID 107261862-Hydroxymethyl-6-phenylpyridineYield 81%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

4.5 g of 2-phenyl-6-(acetoxymethyl)-pyridine (20 mmol) was treated with an aqueous HCl solution (15%, 10 ml) and the mixture was heated at reflux temperature while stirring. After 30 minutes the reaction mixture was concentrated with the aid of an oil pump (10 mm) at 40° C., CH3CN was added, and the mixture was evaporated to dryness in vacuo and yielded 2-phenyl-6-(hydroxymethyl)-pyridine (3.0 g, 80%) as an oil.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux temperature
  3. concentrationAfter 30 minutes the reaction mixture was concentrated with the aid of an oil pump (10 mm) at 40° C.
  4. additionCH3CN was added
  5. customthe mixture was evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-7b204ed56faf46acbf633602f3299359
Source dataset
uspto-grants-2000_07
Patent number
US06090812

Reaction notes

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