Ethanol → HCID 15858722, compound

HRID 1956001Notes

Reaction equation

HRID 1956001 reaction equation
[CH3:1][CH:2]([C:8]([C:10]([F:13])([F:12])[F:11])=O)[C:3]([O:5][CH2:6][CH3:7])=[O:4].C([O-])(=O)C.[NH4+:18].C(O)C>O>[NH2:18]/[C:8](/[C:10]([F:13])([F:12])[F:11])=[C:2](/[CH3:1])\[C:3]([O:5][CH2:6][CH3:7])=[O:4]

Participants

5

Reactant 3

HCID 702EthanolHCID 517165Ammonium AcetateHCID 2737204Ethyl 2-methyl-4,4,4-trifluoroacetoacetate

Product 1

HCID 15858722HCID 15858722, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Ethyl 2-methyl-4,4,4-trifluoroacetoacetate (10.2g, 51 mmoles), ammonium acetate (11.9, 150 mmoles), ethanol (20 g), and water (1 g) were combined in a 100 mL round-bottom flask. The mixture was heated for 6 hr. at 70° C. The mixture was then cooled to room temperature and poured into water (50 mL). The aqueous mixture was extracted with ethyl acetate (approximately 40 mL) and the layers were separated. The ethyl acetate layer was dried over anhydrous magnesium sulfate and evaporated to give an 88% yield of ethyl 3-amino-2-methyl-4,4,4-trifluorocrotonate.

Workup

  1. temperatureThe mixture was heated for 6 hr
  2. customat 70° C
  3. extractionThe aqueous mixture was extracted with ethyl acetate (approximately 40 mL)
  4. customthe layers were separated
  5. dry with materialThe ethyl acetate layer was dried over anhydrous magnesium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-7764626a78b545b5abe35fa8870198b0
Source dataset
uspto-grants-1998_07
Patent number
US05777154

Reaction notes

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