Imidazole → HCID 13590265, compound

HRID 845465Notes

Reaction equation

HRID 845465 reaction equation
O1CC1C[CH:4]([O:13][CH:14]([CH2:23][CH:24]1OC1)C1C=CC(OC)=CC=1)[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1.[NH:28]1[CH:32]=[CH:31][N:30]=[CH:29]1.[O:33]1CCCC1>>[OH:33][CH:23]([CH2:14][O:13][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([O:11][CH3:12])=[CH:9][CH:10]=1)[CH2:24][N:28]1[CH:32]=[CH:31][N:30]=[CH:29]1

Participants

4

Reactant 3

HCID 795ImidazoleHCID 8028TetrahydrofuranHCID 566290762,3-Epoxypropyl-4-methoxybenzyl ether

Product 1

HCID 13590265HCID 13590265, compound

Procedure

2,3-Epoxypropyl-4-methoxybenzyl ether (100 g, 0.515 mol) in dry tetrahydrofuran (200 ml) was treated with imidazole (44.4 g, 0.653 mol) and heated under reflux for 16 hours. The solution was filtered and the solvent was evaporated off under reduced pressure to give a brown solid which was recrystallised from 10% water-propan-1-ol to give 1-[2-hydroxy-3-[(4-methoxyphenyl)methoxy]propyl]-1H-imidazole as a colourless crystalline solid, m.p. 96°-98° C.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 16 hours
  3. filtrationThe solution was filtered
  4. customthe solvent was evaporated off under reduced pressure
  5. customto give a brown solid which
  6. customwas recrystallised from 10% water-propan-1-ol

Sources & evidence

ORD record
ord-4ec22ed6d71d4778b8e58180f2fb2395
Source dataset
uspto-grants-1988_07
Patent number
US04758573

Reaction notes

Loading…