HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 2-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 4-(3-Methoxypropoxy)-3-methyl-2-pyridinemethanol | HCID 10465749 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridine | HCID 11031667 | 112.8% |
Reaction Steps
2-Hydroxymethyl-4-(3-methoxypropoxy)-3-methylpyridine (5.0 g (23.7 mmol)) was dissolved in ethyl acetate (40 ml), and thionyl chloride (4.23 g (35.6 mmol)) was added dropwise into the solution in a temperature that did not exceed 25° C. Stirring was carried out at room temperature, and then after it had been confirmed by TLC that the starting material had disappeared, vacuum concentration was carried out, thus obtaining 2-chloromethyl-4-(3-methoxypropoxy)-3-methylpyridine (6.14 g (yield: 97.4%)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07557217B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-139da017e5424f6c99f23ac86da1a6f5 |
| Source note | uspto-grants-2009_07 |