Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Syringaldehyde | HCID 8655 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Iodoethanol | HCID 12225 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19622754 | HCID 19622754 | — |
Reaction Steps
Syringaldehyde (1.0 g, 5.49 mmole), 2-iodo-1-ethanol (1.90 g, 10.98 mmole) and potassium carbonate (1.90 g, 13.77 mmole) are added to 15 ml dry DMF and stirred for 24 hours at 80° C. under an argon atmosphere. The reaction mixture is added to 100 ml H2O and acidified with 10% HCl. The product is extracted into CHCl3, dried over MgSO4, and concentrated to an oil in vacuo. The remaining oil is purified by flash column chromatography using 1:1 hex/ethyl acetate as eluent (1.009 g, 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05639782 |
|---|
| Source dataset | uspto-grants-1997_06 |
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| ORD ID | ord-b9bfcc5ff90e47df8b3dbd8987a9c061 |
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| Source note | uspto-grants-1997_06 |
|---|