3-Chloro-1-propanol → HCID 22030632, compound
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]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
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
- customThe starting material may be prepared
- temperaturethe mixture heated at 100° for 24 hours
- customevaporated to dryness
- additionThe residue was treated with concentrated aqueous hydrochloric acid (8 ml.)
- washthe solution washed with chloroform
- extractionThe mixture was extracted with chloroform
- customthe extract was dried
- customevaporated to dryness
Sources & evidence
- ORD record
- ord-71946c5a9887487091c4c967360eaf32
- Source dataset
- uspto-grants-1986_02
- Patent number
- US04570000
Reaction notes
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