Methylamine → HCID 11287099, compound

HRID 1650988Notes

Reaction equation

HRID 1650988 reaction equation
[F:1][C:2]([F:11])([F:10])/[CH:3]=[CH:4]/[C:5]([O:7][CH2:8][CH3:9])=[O:6].[CH3:12][NH2:13]>C(O)C>[CH3:12][NH:13][CH:3]([C:2]([F:10])([F:11])[F:1])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 5371261Ethyl (2E)-4,4,4-trifluoro-2-butenoate

Product 1

HCID 11287099HCID 11287099, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Gaseous methylamine was bubbled into absolute ethanol (50 ml.) at 0° C. until 8.5 g. (0.27 mole) was dissolved in the ethanol solvent. Ethyl 4,4,4-trifluorocrotonate (25.0 g., 0.15 mole) in ethanol was added to the methylamine solution at 0° C. The reaction mixture in ethanol was left overnight at 20° C. Thereafter, the solvent was driven off and the residue distilled to produce ethyl 3-(methylamino)-4,4,4-trifluorobutanoate in a yield of 22 g. This product was characterized by a boiling point, at a pressure of 12 mm. Hg., of 62° C. to 64° C.

Workup

  1. customGaseous methylamine was bubbled into absolute ethanol (50 ml.) at 0° C. until 8.5 g
  2. dissolution(0.27 mole) was dissolved in the ethanol solvent
  3. distillationthe residue distilled

Sources & evidence

ORD record
ord-dc96a899325f4e41827cd5d98f61d93f
Source dataset
uspto-grants-1990_05
Patent number
US04927451

Reaction notes

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