Butylamine → HCID 2248364, compound

HRID 1793487Notes

Reaction equation

HRID 1793487 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH2:7]([NH2:11])[CH2:8][CH2:9][CH3:10].[CH:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][C:13]=1[O:22][CH2:23][CH2:24][CH2:25][CH2:26]Cl>CS(C)=O.O>[CH2:7]([NH:11][CH2:26][CH2:25][CH2:24][CH2:23][O:22][C:13]1[CH:14]=[CH:15][C:16]2[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:12]=1)[CH2:8][CH2:9][CH3:10]

Participants

6

Reactant 3

HCID 8007ButylamineHCID 11430Potassium CarbonateHCID 116587114-(2-Naphthyloxy)-1-chlorobutane

Product 1

HCID 2248364HCID 2248364, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of anhydrous potassium carbonate (10 gm, in excess) and n-butylamine (0.32 ml, 0.003 mole) was taken in dry DMSO (40 ml). Now 4-(2-naphthyloxy)-1-chlorobutane (0.5 gm, 0.002 mole) was added in it. Reaction mixture was refluxed at 140° C. for 8 hrs and the reaction was completed as checked by TLC. Reaction mixture was poured in distilled water (60 ml) and extracted with ethyl acetate thrice. The organic layer was separated and concentrated to oily compound which was later crystallized by benzene hexane to get N-(n-butyl)-(4-(naphthalen-2-yloxy)butyl)amine, solid. m.p. oil, (yield 0.56 gm, 96.5%).

Workup

  1. customReaction mixture
  2. customReaction mixture
  3. extractionextracted with ethyl acetate thrice
  4. customThe organic layer was separated
  5. concentrationconcentrated to oily compound which
  6. customwas later crystallized by benzene hexane

Sources & evidence

ORD record
ord-534a0f1c23614f0d8bd825d6f36911c4
Source dataset
uspto-grants-2006_07
Patent number
US07081465B2

Reaction notes

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