Ethyl bromoacetate → HCID 10363179, compound

HRID 1793497Notes

Reaction equation

HRID 1793497 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][CH2:10][CH2:11][CH2:12][O:13][C:14]2[CH:23]=[CH:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=2)=[CH:5][CH:4]=1.Br[CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27]>CC(C)=O>[CH2:29]([O:28][C:26](=[O:27])[CH2:25][N:9]([CH2:10][CH2:11][CH2:12][O:13][C:14]1[CH:23]=[CH:22][C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=1)[C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=1)[CH3:30]

Participants

4

Reactant 2

HCID 7748Ethyl bromoacetateHCID 9839556(4-Methoxyphenyl)-(3-(naphthalen-2-yloxy)propyl)amine

Product 1

HCID 10363179HCID 10363179, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of (4-methoxyphenyl)-(3-(naphthalen-2-yloxy)propyl)amine (0.5 gm, 0.002 mole) and ethyl bromoacetate (0.62 ml, 0.003 mole) was taken in dry acetone (40 ml). It was refluxed for 10 hrs and the progress of reaction checked by TLC. Reaction mixture was filtered and the filtrate was concentrated to get the oily compound {N-(4-methoxy phenyl)-(3-(naphthalen-2-yloxy)propyl)amino}acetic acid ethyl ester, oil (yield 0.75 ml, 96%).

Workup

  1. temperatureIt was refluxed for 10 hrs
  2. customthe progress of reaction
  3. customReaction mixture
  4. filtrationwas filtered
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-de5caab12b234d198645976888681713
Source dataset
uspto-grants-2006_07
Patent number
US07081465B2

Reaction notes

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