Water → HCID 68870857, compound

HRID 1260909Notes

Reaction equation

HRID 1260909 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9](=[CH2:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:5]=[CH:6][C:7]=1[Cl:8].Cl.[CH2:17]([O:19][C:20](=[O:24])[CH2:21][CH2:22][NH2:23])[CH3:18].O>C(N(CC)CC)C>[CH2:17]([O:19][C:20](=[O:24])[CH2:21][CH2:22][NH:23][CH2:15][CH:9]([C:4]1[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=1)[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH3:18]

Participants

5

Reactant 3

HCID 962WaterHCID 458475beta-Alanine, ethyl ester, hydrochlorideHCID 68871722Ethyl 2-(3,4-dichlorophenyl)acrylate

Product 1

HCID 68870857HCID 68870857, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To a solution of the compound (38.1 g) obtained in step 1 in triethylamine (20.4 mL) was added β-alanine ethyl ester monohydrochloride (22.5 g), and the mixture was stirred at room temperature for 14 hr. The reaction mixture was poured into water, and the resultant product was extracted with diethyl ether. The organic layer was washed with brine and dried, and the solvent was evaporated under reduced pressure to give N-[2-(3,4-dichlorophenyl)-3-ethoxy-3-oxopropyl]-β-alanine ethyl ester (27.8 g, 78%) as a colorless oil.

Workup

  1. extractionthe resultant product was extracted with diethyl ether
  2. washThe organic layer was washed with brine
  3. customdried
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-09ff5bd2b2394384973a28c9aeeb918d
Source dataset
uspto-grants-2013_06
Patent number
US08470816B2

Reaction notes

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