Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Methyl 1-hexylimidazole-5-carboxylate | HCID 20077582 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 20077584 | HCID 20077584 | 96% |
Reaction Steps
A solution of the product of step (i) (420 mg, 2 mmol) in THF (15 ml) was added to a suspension of lithium aluminium hydride (380 mg, 10 mmol) in THF (15 ml) with stirring at 0° C. under argon. After 1 hour a saturated aqueous solution of sodium carbonate (1 ml) was added dropwise and the mixture was stirred for a further 15 minutes before being filtered through a pad of diatomaceous earth, washing well with ethyl acetate. The filtrate was evaporated to give 1-hexyl-5-hydroxymethylimidazole (349 mg, 96% yield) as a solid; NMR: 0.8-0.95(3H,m), 1.2-1.45(6H,m), 1.7-1.9(2H,m), 3.99(2H,t,J=7.5 Hz), 4.62(2H,s), 6.93(1H,s), 7.46(1H,s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05219874 |
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| Source dataset | uspto-grants-1993_06 |
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| ORD ID | ord-f48cd594c43c43b08f1fb90369acac6f |
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| Source note | uspto-grants-1993_06 |
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