Isopropyl iodide → HCID 5213647, compound

HRID 1154935Notes

Reaction equation

HRID 1154935 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[OH:8].[CH:9](I)([CH3:11])[CH3:10].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:9]([NH:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[OH:8])([CH3:11])[CH3:10]

Participants

5

Reactant 3

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 232862-Aminocyclohexanol

Product 1

HCID 5213647HCID 5213647, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

19 Grams of 2-aminocyclohexanol, 20 g of isopropyl iodide and 15 g of potassium carbonate are added to 50 ml of dimethylformamide and the mixture is agitated at 80°-90° C. for 20 hours. After the reaction, the solution is concentrated and the residue is dissolved in chloroform, washed with water and then dried with anhydrous sodium sulfate (Na2SO4). After filtering off the desiccant, the mother liquor is concentrated and the residue is crystallized with petroleum ether. The obtained crystals are recrystallized from ethanol, resultantly obtaining 8 g of 2-isopropylaminocyclohexanol in the form of colorless crystals. m.p. 54°-55° C.

Workup

  1. customAfter the reaction
  2. concentrationthe solution is concentrated
  3. dissolutionthe residue is dissolved in chloroform
  4. washwashed with water
  5. dry with materialdried with anhydrous sodium sulfate (Na2SO4)
  6. filtrationAfter filtering off the desiccant
  7. concentrationthe mother liquor is concentrated
  8. customthe residue is crystallized with petroleum ether
  9. customThe obtained crystals are recrystallized from ethanol

Sources & evidence

ORD record
ord-5274de299e1d44c1892bdb5bde803043
Source dataset
uspto-grants-1981_11
Patent number
US04298739

Reaction notes

Loading…