Ethyl Acrylate → HCID 43365416, compound

HRID 1985088Notes

Reaction equation

HRID 1985088 reaction equation
[CH2:1]([C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1)[CH3:2].[C:10]([O:14][CH2:15][CH3:16])(=[O:13])[CH:11]=[CH2:12]>C(O)(=O)C>[CH2:1]([C:3]1[CH:9]=[CH:8][C:6]([NH:7][CH2:12][CH2:11][C:10]([O:14][CH2:15][CH3:16])=[O:13])=[CH:5][CH:4]=1)[CH3:2]

Participants

4

Reactant 2

HCID 8821Ethyl AcrylateHCID 115044-Ethylaniline

Product 1

HCID 43365416HCID 43365416, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 4-ethyl aniline (10.00 g) in acetic acid (20 mL) was added ethyl acrylate (8.26). The mixture was heated to 70° for 3.5 hours. The mixture was allowed to cool to room temperature. The mixture was partitioned between dichloromethane and water, and was extracted three times. The combined organics were washed once with brine, dried with sodium sulfate, filtered, and concentrated. The mixture was taken on to the next step. MS (ESI+) for C13H19NO2 m/z 223.1 (M+H)+.

Workup

  1. temperatureThe mixture was heated to 70° for 3.5 hours
  2. customThe mixture was partitioned between dichloromethane and water
  3. extractionwas extracted three times
  4. washThe combined organics were washed once with brine
  5. dry with materialdried with sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-4e517e21fce64bc19a065b5cd4c25bf7
Source dataset
uspto-grants-2009_06
Patent number
US07544717B2

Reaction notes

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