HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 266905Generated: October 27, 2026
Thionyl Chloride → 1,1-Dimethylethyl 4-(chloromethyl)-3,6-dihydro-1(2H)-pyridinecarboxylate
https://huagongshe.com/reaction/266905
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | tert-Butyl 3-hydroxy-4-methylidenepiperidine-1-carboxylate | HCID 10584700 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 1,1-Dimethylethyl 4-(chloromethyl)-3,6-dihydro-1(2H)-pyridinecarboxylate | HCID 10998861 | 77% |
Reaction Steps
The intermediate obtained from Step A (400 mg, 1.88 mmole) was dissolved in 10 mL benzene and thionyl chloride (165 ml, 2.26 mmole) was added and heated to 60° C. for 25 minutes. The resulting mixture was poured into NaHCO3 (aq.) and extracted with ether. The ether layer was dried over magnesium sulfate and concentrated to give title compound (333 mg, 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05652235 |
|---|
| Source dataset | uspto-grants-1997_07 |
|---|
| ORD ID | ord-27bbf3bb86a34c0689399efaebf72fa3 |
|---|
| Source note | uspto-grants-1997_07 |
|---|
