Methyl 4-nitrobutyrate → HCID 717405, compound

HRID 1941493Notes

Reaction equation

HRID 1941493 reaction equation
C([O-])(=O)C.[NH4+:5].[F:6][C:7]([F:17])([F:16])[C:8]1[CH:15]=[CH:14][C:11]([CH:12]=O)=[CH:10][CH:9]=1.[N+:18]([CH2:21][CH2:22][CH2:23][C:24]([O:26]C)=O)([O-:20])=[O:19]>C(O)C>[N+:18]([C@H:21]1[C@H:12]([C:11]2[CH:14]=[CH:15][C:8]([C:7]([F:17])([F:16])[F:6])=[CH:9][CH:10]=2)[NH:5][C:24](=[O:26])[CH2:23][CH2:22]1)([O-:20])=[O:19]

Participants

5

Reactant 3

HCID 25604Methyl 4-nitrobutyrateHCID 679964-(Trifluoromethyl)benzaldehydeHCID 517165Ammonium Acetate

Product 1

HCID 717405HCID 717405, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ammonium acetate (21.21 g), 4-trifluoromethylbenzaldehyde (19.61 ml) and methyl 4-nitrobutyrate (17.5 ml) in ethanol (150 ml) was stirred and heated under reflux for 3.5 h. After cooling to room temperature, an orange solid was formed which was filtered, washed with ethanol (2×100 ml) and dried in vacuo to give the title compound (30.56 g). Mass spectrometry. For C12H11F3N2O3, m/z 5.77 (2M+H+), 306 (M+NH4), 289 (MH+).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 3.5 h
  3. customan orange solid was formed which
  4. filtrationwas filtered
  5. washwashed with ethanol (2×100 ml)
  6. customdried in vacuo

Sources & evidence

ORD record
ord-eb0f1bc7c164472cb38d052245e3adf0
Source dataset
uspto-grants-1997_12
Patent number
US05703240

Reaction notes

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