Hydrochloric Acid → 2-Hydroxy-5-(trifluoromethyl)pyridine

HRID 904287Notes

Reaction equation

HRID 904287 reaction equation
[OH-].[NH4+:2].[F:3][C:4]([F:13])([F:12])[C:5]1[CH:6]=[CH:7][C:8](=O)[O:9][CH:10]=1.[OH-].[Na+].Cl>O>[F:3][C:4]([F:13])([F:12])[C:5]1[CH:6]=[CH:7][C:8](=[O:9])[NH:2][CH:10]=1

Participants

6

Conditions

Temperature
20 °C

Procedure

To 2 cc of concentrated ammonium hydroxide was added 0.1 g of this new 5-trifluoromethyl-2-pyrone compound isolated in Example 4 and the mixture was stirred for 0.5 hours. The mixture was cooled to 20° C., 1 cc of 50% sodium hydroxide solution was added and the mixture then boiled for 5 minutes. The solution was cooled to 20° C., diluted with 5 cc of water and the pH adjusted to 4 with concentrated hydrochloric acid. The solution was extracted with diethyl ether (3×25 cc), and the extract was evaporated under reduced pressure to give 5-trifluoromethyl-2-pyridone, mp 142°-145°, as in Example 1.

Workup

  1. waitthe mixture then boiled for 5 minutes
  2. temperatureThe solution was cooled to 20° C.
  3. extractionThe solution was extracted with diethyl ether (3×25 cc)
  4. customthe extract was evaporated under reduced pressure

Sources & evidence

ORD record
ord-70e6d3050c864f2f8aebaca635a2c170
Source dataset
uspto-grants-1980_10
Patent number
US04230864

Reaction notes

Loading…