Urea → HCID 117823986, compound

HRID 59065Notes

Reaction equation

HRID 59065 reaction equation
O=[C:2]([CH:9]([O:11][CH2:12][C:13]([F:16])([F:15])[F:14])[CH3:10])[CH2:3][C:4]([O:6]CC)=O.[NH2:17][C:18]([NH2:20])=[O:19].C(=O)([O-])[O-].[K+].[K+]>O>[F:16][C:13]([F:14])([F:15])[CH2:12][O:11][CH:9]([C:2]1[NH:20][C:18](=[O:19])[NH:17][C:4](=[O:6])[CH:3]=1)[CH3:10]

Participants

5

Reactant 3

HCID 1176UreaHCID 11430Potassium CarbonateHCID 117820942HCID 117820942, compound

Product 1

HCID 117823986HCID 117823986, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
160 °C

Procedure

A mixture of ethyl 3-oxo-4-(2,2,2-trifluoroethoxy)pentanoate (3.29 g, 13.58 mmol) and urea (0.816 g, 13.58 mmol) was heated at 160° C. under nitrogen for 10 h. A solution of potassium carbonate (3.8 g) in water (30 mL) was added and the mixture was extracted with MTBE (20 mL). The aqueous phase was acidified to pH 2 and extracted with MTBE (20 mL). The organic phase was dried over sodium sulfate and concentrated in vacuum to yield the title product, 1.35 g (42%).

Workup

  1. extractionthe mixture was extracted with MTBE (20 mL)
  2. extractionextracted with MTBE (20 mL)
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. concentrationconcentrated in vacuum

Sources & evidence

ORD record
ord-7a2c70fe96f6495d879f3b27daaafa7a
Source dataset
uspto-grants-2016_09
Patent number
US09439904B2

Reaction notes

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