Ammonium Hydroxide → HCID 178516142, compound

HRID 1461390Notes

Reaction equation

HRID 1461390 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3](=O)[CH2:4][C:5](=[O:13])[CH2:6][C:7]([C:9]([F:12])([F:11])[F:10])=O.[OH-].[NH4+:18]>>[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]([OH:13])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[N:18]=1

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 115289171,1,1,7,7,7-Hexafluoroheptane-2,4,6-trione

Product 1

HCID 178516142HCID 178516142, compound

Conditions

Temperature
130 °C

Procedure

A mixture of 30 g 1,5-di(trifluoromethyl)-1,3,5-trioxopentane and 125 ml 28% aqueous ammonium hydroxide was heated in an autoclave at 130° C. for 5 hours. The reaction mixture was concentrated in vacuo, dissolved in 350 ml ethanol and treated with 11 ml 6N hydrochloric acid. The resulting mixture was concentrated in vacuo, 100 ml water added to the residue and filtered to give 8.0 g 2,6-di(trifluoromethyl)-4-hydroxypyridine, m.p. 123°-130° C.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutiondissolved in 350 ml ethanol
  3. additiontreated with 11 ml 6N hydrochloric acid
  4. concentrationThe resulting mixture was concentrated in vacuo, 100 ml water
  5. additionadded to the residue
  6. filtrationfiltered

Sources & evidence

ORD record
ord-2c61e2985da2400bb1878f8c245bf51c
Source dataset
uspto-grants-1991_12
Patent number
US05075319

Reaction notes

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