Ethyl Acrylate → HCID 43365416, compound

HRID 1991542Notes

Reaction equation

HRID 1991542 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-f16bde18c3734f3ba8ac8b913cf2a27a
Source dataset
uspto-grants-2010_01
Patent number
US07645780B2

Reaction notes

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