HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → Ethyl 2-chloro-6-methylnicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-Chloro-6-methylnicotinic acid | HCID 121724 | — |
| Product | Ethyl 2-chloro-6-methylnicotinate | HCID 15574421 | — |
Reaction Steps
A suspension of 2-chloro-6-methylnicotinic acid (7.23 mmol) and 1.2 mL of thionylchloride in 50 mL EtOH were heated to reflux overnight. The mixture was reduced to half of its volume, quenched with sat. aq. NaHCO3 solution and extracted with DCM (2×). The combined organic layers were dried over MgSO4 and concentrated in vacuo. Purification by (KP-SIL™ from Biotage) using Hept to Hept/EtOAc (1/1) gives the desired product as colorless oil;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221832B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-aeb8a010ab414dfca5d6c0282b7a4caf |
| Source note | uspto-grants-2015_12 |