Triethylamine → HCID 576337, compound

HRID 1978345Notes

Reaction equation

HRID 1978345 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][NH2:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[F:18][C:19]([F:26])([F:25])[C:20](OCC)=[O:21]>C(#N)C>[C:1]1([CH2:7][CH2:8][CH2:9][NH:10][C:20](=[O:21])[C:19]([F:26])([F:25])[F:18])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 9794Ethyl trifluoroacetateHCID 162593-Phenylpropylamine

Product 1

HCID 576337HCID 576337, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 9.37 g (69.3 mM) of 3-phenylpropylamine and 14 ml (100.4 mM) of triethylamine in acetonitrile (70 ml) was added 16.4 ml (122.7 mM) of ethyl trifluoroacetate at room temperature and the mixture was stirred at the prevailing temperature for 2 hours. The solvent was then distilled off and the residue was diluted with ethyl acetate and washed with water and saturated aqueous solution of sodium chloride. The organic layer was dried over MgSO4 and the solvent was distilled off under reduced pressure to provide the title compound.

Workup

  1. distillationThe solvent was then distilled off
  2. additionthe residue was diluted with ethyl acetate
  3. washwashed with water and saturated aqueous solution of sodium chloride
  4. dry with materialThe organic layer was dried over MgSO4
  5. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-603a76c8c99e452484ed00417ec3ed13
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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