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 added dropwise at 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. The mixture was stirred for 2 h. A saturated ammonium chloride solution was added to the reaction mixture. The solvent was distilled off. After extraction with ethyl acetate followed by drying over magnesium sulfate and concentration under reduced pressure, the residue was purified according to silica gel column chromatography (ethyl acetate/hexane=2:8) to obtain 2.27 g of the intended compound in the form of white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05292901 |
| Source dataset | uspto-grants-1994_03 |
| ORD ID | ord-6c61509ca7614129953489b875b0f1b7 |
| Source note | uspto-grants-1994_03 |