3-Chloro-1-propanol → HCID 22030632, compound

HRID 1589426Notes

Reaction equation

HRID 1589426 reaction equation
[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][N:6]=1.[H-].[Na+].Cl[CH2:10][CH2:11][CH2:12][OH:13]>CN(C=O)C>[CH3:1][C:2]1[N:3]([CH2:10][CH2:11][CH2:12][OH:13])[CH:4]=[CH:5][N:6]=1

Participants

5

Procedure

The starting material may be prepared as follows. A mixture of 2-methylimidazole (6.15 g.), a 50% w/w dispersion of sodium hydride in oil (5.4 g.) and DMF (20 ml.) was treated with 3-chloropropanol (10.6 g.) and the mixture heated at 100° for 24 hours and then evaporated to dryness. The residue was treated with concentrated aqueous hydrochloric acid (8 ml.) and the solution washed with chloroform, and then basified with potassium carbonate. The mixture was extracted with chloroform, and the extract was dried and evaporated to dryness to give 2-methyl-1-(3-hydroxypropyl)imidazole which was used without further purification.

Workup

  1. customThe starting material may be prepared
  2. temperaturethe mixture heated at 100° for 24 hours
  3. customevaporated to dryness
  4. additionThe residue was treated with concentrated aqueous hydrochloric acid (8 ml.)
  5. washthe solution washed with chloroform
  6. extractionThe mixture was extracted with chloroform
  7. customthe extract was dried
  8. customevaporated to dryness

Sources & evidence

ORD record
ord-71946c5a9887487091c4c967360eaf32
Source dataset
uspto-grants-1986_02
Patent number
US04570000

Reaction notes

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