Acetic Acid → N-Phenyl-beta-alanine methyl ester

HRID 1371534Notes

Reaction equation

HRID 1371534 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:8]([O:12][CH3:13])(=[O:11])[CH:9]=[CH2:10].C(O)(=O)C>CCCCCC>[C:2]1([NH:1][CH2:10][CH2:9][C:8]([O:12][CH3:13])=[O:11])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 6115AnilineHCID 7294Methyl Acrylate

Product 1

HCID 89103N-Phenyl-beta-alanine methyl ester

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A mixture of 20 ml of aniline, 22 ml of methyl acrylate and 2 ml of acetic acid is refluxed for 8 hours. After concentrating the reaction mixture under vacuum, the resulting oil is distilled off under reduced pressure (b.p.=132° C. at 333.3 Pa and then b.p.=110° C. at 6.66 Pa). The product obtained is taken up in hexane and the precipitate formed is filtered off by suction. 25 g of the expected product are obtained.

Workup

  1. temperatureis refluxed for 8 hours
  2. concentrationAfter concentrating the reaction mixture under vacuum
  3. distillationthe resulting oil is distilled off under reduced pressure (b.p.=132° C. at 333.3 Pa
  4. customThe product obtained
  5. customthe precipitate formed
  6. filtrationis filtered off by suction

Sources & evidence

ORD record
ord-23b13d2c2a904201a669b58aed0e6558
Source dataset
uspto-grants-2007_01
Patent number
US07157454B2

Reaction notes

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