Ethanol → HCID 15858722, compound

HRID 1416070Notes

Reaction equation

HRID 1416070 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 (10.2 g, 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-ea3b3accd9e04de6b19254524ad1e2df
Source dataset
uspto-grants-1999_06
Patent number
US05910602

Reaction notes

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