Sodium Iodide → HCID 14747669, compound

HRID 1609501Notes

Reaction equation

HRID 1609501 reaction equation
Cl[CH2:2][CH:3]1[O:8][CH2:7][O:6][CH2:5][CH2:4]1.[CH:9]1([CH2:15][NH2:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CN(C)C=O>[CH2:7]1[O:6][CH2:5][CH2:4][CH:3]([CH2:2][NH:16][CH2:15][CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[O:8]1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 76688CyclohexanemethylamineHCID 49855994-Chloromethyl-[1,3]dioxane

Product 1

HCID 14747669HCID 14747669, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

7.7 Grams of 1-chloro-2,4-methylenedioxybutane and 6.4 g of cyclohexylmethylamine are dissolved in 80 ml of dimethylformamide (DMF). Thereto are added 9.4 g of potassium carbonate and 17.0 g of sodiumiodide. The mixture is refluxed for 3 hours with heating. DMF is removed by evaporation under reduced pressure. The residue is extracted with diethyl ether. The extract is washed with water and dried with anhdyrous magnesium sulfate. The solvent is removed by evaporation. The residue is purified by a silica gel column chromatography (chloroform: methanol=20:1) and then subjected to distillation by glass tube oven to obtain 4.5 of N-(2,4-methylenedioxy-1-butyl)-N-cyclohexylmethylamine.

Workup

  1. temperatureThe mixture is refluxed for 3 hours
  2. temperaturewith heating
  3. customDMF is removed by evaporation under reduced pressure
  4. extractionThe residue is extracted with diethyl ether
  5. washThe extract is washed with water
  6. dry with materialdried with anhdyrous magnesium sulfate
  7. customThe solvent is removed by evaporation
  8. customThe residue is purified by a silica gel column chromatography (chloroform: methanol=20:1)
  9. distillationsubjected to distillation by glass tube oven

Sources & evidence

ORD record
ord-dbfc92919f7843d3b5f14cdd70b2c014
Source dataset
uspto-grants-1995_03
Patent number
US05401740

Reaction notes

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