Butyl iodide → HCID 9998825, compound

HRID 1793496Notes

Reaction equation

HRID 1793496 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.[CH2:24](I)[CH2:25][CH2:26][CH3:27]>CC(C)=O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N: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)[CH2:24][CH2:25][CH2:26][CH3:27])=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 10962Butyl iodideHCID 9839556(4-Methoxyphenyl)-(3-(naphthalen-2-yloxy)propyl)amine

Product 1

HCID 9998825HCID 9998825, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of N-(4-methoxyphenyl)-(3-(naphthalen-2-yloxy)propyl)amine (0.5 gm, 0.002 mole) and butyl iodide(1 ml, 0.003 mole) was taken in dry acetone (40 ml). It was refluxed for 12 hrs and the progress of reaction checked by TLC. Reaction mixture was filtered and the filtrate was concentrated to get oily compound which was further crystallized by benzene hexane mixture to get N-(4-methoxyphenyl)-N-butyl-(3-(naphthalen-2-yloxy) propyl) amine crystallized yellow solid, m.p. 127° C., (yield 0.78 gm, 98%).

Workup

  1. temperatureIt was refluxed for 12 hrs
  2. customthe progress of reaction
  3. customReaction mixture
  4. filtrationwas filtered
  5. concentrationthe filtrate was concentrated
  6. customto get oily compound which
  7. customwas further crystallized by benzene hexane mixture

Sources & evidence

ORD record
ord-9aff86da42f3474f91f2aca17137269e
Source dataset
uspto-grants-2006_07
Patent number
US07081465B2

Reaction notes

Loading…