HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 2-Chloromethyl-4-(3-methoxypropoxy)-3,5-dimethylpyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(3-Methoxypropoxy)-3,5-dimethyl-2-pyridinemethanol | HCID 15166229 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 2-Chloromethyl-4-(3-methoxypropoxy)-3,5-dimethylpyridine | HCID 15166323 | 88.9% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
4.70 g of crude 2-hydroxymethyl-4-(3-methoxypropoxy)-3,5-dimethylpyridine was dissolved in 50 ml of chloroform to obtain a solution. A solution of 2.7 g of thionyl chloride in 10 ml of chloroform was dropwise added to the above solution at 0° C. and the obtained mixture was stirred at 0° C. for one hour. After the completion of the reaction, the reaction mixture was neutralized with a saturated aqueous solution of sodium hydrogencarbonate and extracted with 150 ml of chloroform twice. The extract was dried over magnesium sulfate and filtered. The filtrate was distilled to remove the solvent. The obtained residue was dried in a vacuum to obtain 4.52 g of the title compound as a crude oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05840910 |
| Source dataset | uspto-grants-1998_11 |
| ORD ID | ord-3778adb1efa14e0dba27979365f5dac8 |
| Source note | uspto-grants-1998_11 |