Methyl Methacrylate → HCID 58576004, compound

HRID 511111Notes

Reaction equation

HRID 511111 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[O-]CC.[Na+].[CH3:21][O:22][C:23](=[O:27])[C:24]([CH3:26])=[CH2:25]>C(O)C>[CH3:21][O:22][C:23](=[O:27])[CH:24]([CH3:26])[CH2:25][N:12]1[CH2:13][CH2:14][N:9]([C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:15])[F:16])=[CH:8][CH:7]=2)[CH2:10][CH2:11]1

Participants

5

Reactant 3

HCID 6658Methyl MethacrylateHCID 1217181-(4-(Trifluoromethyl)phenyl)piperazineHCID 2723922Sodium ethoxide

Product 1

HCID 58576004HCID 58576004, compoundYield 94.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-(4-Trifluoromethyl-phenyl)-piperazine (460 mg; 2.0 mmol) and sodium ethoxide (150 mg; 2.21 mmol) are dissolved in ethanol (2 mL) and irradiated for 5 minutes in a mono-mode microwave oven at 60° C. 2-Methyl-acrylic acid methyl ester (400 μL; 4.0 mmol) is then added and the resulting mixture is irradiated for 50 minutes in a mono-mode microwave oven at 100° C. The reaction is concentrated under reduced pressure, diluted in ethylacetate (10 mL) and extracted with water (2×5 mL). The organic phase is dried over magnesium sulphate, filtered and concentrated under reduced pressure to afford the desired product (623 mg; 1.89 mmol).

Workup

  1. customirradiated for 5 minutes in a mono-mode microwave oven at 60° C
  2. customthe resulting mixture is irradiated for 50 minutes in a mono-mode microwave oven at 100° C
  3. concentrationThe reaction is concentrated under reduced pressure
  4. additiondiluted in ethylacetate (10 mL)
  5. extractionextracted with water (2×5 mL)
  6. dry with materialThe organic phase is dried over magnesium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c302be3ce1484ae1b5b13aa0ccf8ecfe
Source dataset
uspto-grants-2015_08
Patent number
US09096524B2

Reaction notes

Loading…