Iodoethane → HCID 22636365, compound

HRID 2415898Notes

Reaction equation

HRID 2415898 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:23]=[C:22]3[C:17]([CH:18]=[CH:19][CH:20]=[C:21]3[OH:24])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:25][C:26](C)([O-])C.[K+].C(I)C>CN(C)C=O>[CH2:1]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[CH:15]=[CH:16][C:17]3[C:22](=[C:21]([O:24][CH2:25][CH3:26])[CH:20]=[CH:19][CH:18]=3)[CH:23]=2)[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 22636308HCID 22636308, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 22636365HCID 22636365, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of 37 g (0.116 mol) of 7-(4-benzyl-piperazin-1-yl)-naphthalen-1-ol and 15 g (0.134 mol) of potassium tert.butoxide in 150 ml of dimethylformamide is stirred for 30 minutes at ambient temperature and then slowly combined with 11 ml (0.135 mol) of ethyl iodide. It is then stirred for 14 hours at ambient temperature. Then the reaction mixture is concentrated by evaporation and the residue is extracted with dichloromethane and water. It is filtered through aluminium oxide, dried over sodium sulphate and the solvent is distilled off. The residue is recrystallised from isopropanol.

Workup

  1. stirringIt is then stirred for 14 hours at ambient temperature
  2. concentrationThen the reaction mixture is concentrated by evaporation
  3. extractionthe residue is extracted with dichloromethane and water
  4. filtrationIt is filtered through aluminium oxide
  5. dry with materialdried over sodium sulphate
  6. distillationthe solvent is distilled off
  7. customThe residue is recrystallised from isopropanol

Sources & evidence

ORD record
ord-cd6c580b32a049a29512e6429f04d789
Source dataset
uspto-grants-2004_11
Patent number
US06821967B2

Reaction notes

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