Iodoethanol → 1-(2-Hydroxyethyl)-1-methyl-4-(benzoxazol-2-yl)homo-piperazinium iodide

HRID 1780669Notes

Reaction equation

HRID 1780669 reaction equation
[CH3:1][N:2]1[CH2:8][CH2:7][CH2:6][N:5]([C:9]2[O:10][C:11]3[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=3[N:13]=2)[CH2:4][CH2:3]1.[I:18][CH2:19][CH2:20][OH:21]>C1COCC1>[I-:18].[OH:21][CH2:20][CH2:19][N+:2]1([CH3:1])[CH2:8][CH2:7][CH2:6][N:5]([C:9]2[O:10][C:11]3[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=3[N:13]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 12225IodoethanolHCID 105856212-(4-Methyl-1-homopiperazinyl)benzoxazole

Product 1

HCID 190472761-(2-Hydroxyethyl)-1-methyl-4-(benzoxazol-2-yl)homo-piperazinium iodide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 100 mg portion of 2-(4-methyl-1-homopiperazinyl)-benzoxazole was dissolved in 3 ml of THF. Under cooling with ice, 89 mg of 2-iodoethyl alcohol was added to the thus prepared solution, and the reaction was carried out for 1 hour at the same temperature and then for 29 hours at room temperature. The reaction solution was concentrated under a reduced pressure, and 3 ml of acetone was added to the resulting residue. The precipitate thus formed was collected by filtration, washed with acetone and then dried to obtain 143 mg of the title compound.

Workup

  1. additionwas added to the thus prepared solution
  2. waitfor 29 hours at room temperature
  3. concentrationThe reaction solution was concentrated under a reduced pressure, and 3 ml of acetone
  4. additionwas added to the resulting residue
  5. customThe precipitate thus formed
  6. filtrationwas collected by filtration
  7. washwashed with acetone
  8. customdried

Sources & evidence

ORD record
ord-3c1c44bac39e4726bd010ab1cffe6729
Source dataset
uspto-grants-1997_05
Patent number
US05631257

Reaction notes

Loading…