1-Bromo-3-chloropropane → HCID 53960089, compound

HRID 1613302Notes

Reaction equation

HRID 1613302 reaction equation
Br[CH2:2][CH2:3][CH2:4][Cl:5].[CH2:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH3:7].C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1>[Cl:5][CH2:4][CH2:3][CH2:2][N:8]([CH2:6][CH3:7])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 480381-Heptanamine, N-ethyl-

Product 1

HCID 53960089HCID 53960089, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 30 g 0.19 mole) of 1-bromo-3-chloropropane, 25 g (0.17 mole) of ethylheptylamine, 28 g (0.20 mole) of potassium carbonate and 250 ml of toluene was refluxed for 8 hours. After cooling, the solid was collected by filtration, and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate) to give 17 g of the desired compound (yield 44%).

Workup

  1. temperaturewas refluxed for 8 hours
  2. temperatureAfter cooling
  3. filtrationthe solid was collected by filtration
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-e78b5ccad60b4b25bb9e1fe025ef2ca0
Source dataset
uspto-grants-1993_03
Patent number
US05192799

Reaction notes

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