HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Bromide → 1-(6-Methylbenzo[d][1,3]dioxol-5-yl)propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Bromide | HCID 6332 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 6-Methyl-2H-1,3-benzodioxole-5-carbaldehyde | HCID 3146242 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(6-Methylbenzo[d][1,3]dioxol-5-yl)propan-1-ol | HCID 14514897 | 95.9% |
Reaction Steps
A solution of 2.0 g of (6-methyl-1,3-benzodioxol-5-yl)-carboxaldehyde in 15 ml of anhydrous tetrahydrofuran was dropwise added at a room temperature to a Grignard reagent prepared from 0.32 g of magnesium ribbon, 20 ml of anhydrous tetrahydrofuran and 1.4 g of bromoethane, followed by stirring for 2 hours. A saturated aqueous solution of ammonium chloride was added to the reaction mixture and the obtained mixture was distilled to remove the solvent. The residue was extracted with ethyl acetate and the organic layer was dried over magnesium sulfate and concentrated in a vacuum. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=2:8) to obtain 2.27 g of the title compound as a colorless crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05292901 |
| Source dataset | uspto-grants-1994_03 |
| ORD ID | ord-46bfef24f42d4d77b2c4cad0ace64205 |
| Source note | uspto-grants-1994_03 |