Ammonium Hydroxide → HCID 178516505, compound

HRID 2171338Notes

Reaction equation

HRID 2171338 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1O[CH:5]=[CH:6][C:7](=[O:9])[CH:8]=1.[OH-].[NH4+:13]>CO>[F:1][C:2]([F:11])([F:10])[C:3]1[CH:8]=[C:7]([OH:9])[CH:6]=[CH:5][N:13]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 108558142-(trifluoromethyl)-4H-pyran-4-one

Product 1

HCID 178516505HCID 178516505, compoundYield 80.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 2-(trifluoromethyl)-4H-pyran-4-one (350 mg, 2.13 mmol) in MeOH (15 mL) was added ammonium hydroxide (14.8 mL, 107 mmol) at 25° C. The reaction mixture was stirred at 90° C. for 10 h, then concentrated, diluted with water and extracted with ethyl acetate. Combined organic parts were dried over Na2SO4, filtered and con. Purification via Biotage Spla HPFC system (C18, mobile phase: 0.01% NH4HCO3, CH3CN/water, 10˜95%, 9.5 min, 30 mL/min) afforded the title product (280 mg) as a yellow solid.

Workup

  1. concentrationconcentrated
  2. additiondiluted with water
  3. extractionextracted with ethyl acetate
  4. dry with materialCombined organic parts were dried over Na2SO4
  5. filtrationfiltered
  6. customPurification via Biotage Spla HPFC system (C18, mobile phase: 0.01% NH4HCO3, CH3CN/water, 10˜95%, 9.5 min, 30 mL/min)

Sources & evidence

ORD record
ord-17b8ff44f31744d99088de2f5da43a93
Source dataset
uspto-grants-2015_06
Patent number
US09051325B2

Reaction notes

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