Ethyl bromoacetate → HCID 69544455, compound

HRID 1368949Notes

Reaction equation

HRID 1368949 reaction equation
[Cl:1][CH2:2][CH2:3]/[C:4](/[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[C:5](/[C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=1)\[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.Br[CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28].C([O-])(=O)C.[Na+]>C(O)C>[CH2:30]([O:29][C:27](=[O:28])[CH2:26][NH:18][C:15]1[CH:14]=[CH:13][C:12](/[C:5](/[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[C:4](\[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)/[CH2:3][CH2:2][Cl:1])=[CH:17][CH:16]=1)[CH3:31]

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 517045Sodium AcetateHCID 69544497HCID 69544497, compound

Product 1

HCID 69544455HCID 69544455, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(Z)-4-(4-Chloro-1,2-diphenyl-but-1-enyl)phenylamine (2.0 g, 5.99 mmol), ethanol (30 ml), ethyl bromoacetate (2.5 g, 15 mmol) and sodium acetate (2.4 g, 17.9 mmol) are added to the reaction vessel and refluxed for three hours. Then the solvent is evaporated and the residue is dissolved in water and ethyl acetate. Ethyl acetate phase is dried and evaporated to dryness. Yield 2.9 g.

Workup

  1. temperaturerefluxed for three hours
  2. customThen the solvent is evaporated
  3. dissolutionthe residue is dissolved in water
  4. dry with materialEthyl acetate phase is dried
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-f5a7489d12a1414eaf5de4a10c328011
Source dataset
uspto-grants-2003_06
Patent number
US06576645B1

Reaction notes

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