Water → HCID 23080126, compound

HRID 1437624Notes

Reaction equation

HRID 1437624 reaction equation
[CH2:1]([O:3][C:4](=[O:21])[CH2:5][CH2:6][NH:7][CH2:8][CH:9]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH3:2].C(=O)([O-])[O-].[Na+].[Na+].[CH2:28](Br)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.O>C(#N)C>[CH2:28]([N:7]([CH2:6][CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:21])[CH2:8][CH:9]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7498Benzyl BromideHCID 10340Sodium CarbonateHCID 11947947HCID 11947947, compound

Product 1

HCID 23080126HCID 23080126, compoundYield 91.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
75 °C

Procedure

To a solution of ethyl 3-[(3-ethoxy-3-oxopropyl)amino]-2-phenylpropanoate (1.0 g) and sodium carbonate (0.72 g) in acetonitrile (2 ml), benzyl bromide (0.64 g) was added, and the reaction mixture was stirred at 75° C. for 2 hours. The reaction mixture was poured into water, and then the product was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried, and then the solvent was evaporated under reduced pressure to obtain ethyl 3-[benzyl(3-ethoxy-3-oxopropyl)amino]-2-phenylpropanoate as colorless oil (1.20 g).

Workup

  1. extractionthe product was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. customdried
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-cc2a8ce750b34540b6b9532093fa6ccb
Source dataset
uspto-grants-2009_11
Patent number
US07622487B2

Reaction notes

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