Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 68182302 | HCID 68182302 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68182194 | HCID 68182194 | 100% |
Reaction Steps
To a solution of (7-ethoxyquinolin-3-yl)methanol MDE 32072 (88 mg, 433 μmol) in dry CH2Cl2 (10 mL) at 0° C. under N2 in a 25 mL round-bottomed flask equipped with a magnetic stirrer was added dropwise SOCl2 (0.64 mL, 8.82 mmol) and the mixture was stirred for 30 min at 0° C. then for 2 h at RT. The volatiles were then removed at 40° C. under vacuum and the residue was taken up in CH2Cl2 (20 mL) before concentration back to dryness at 40° C. under vacuum (done 3 times) to give 3-(chloromethyl)-7-ethoxyquinoline hydrochloride CCH 29190 as a brown solid (113 mg, >100% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08772316B2 |
|---|
| Source dataset | uspto-grants-2014_07 |
|---|
| ORD ID | ord-a12013da96204960be24a3900f31a4fc |
|---|
| Source note | uspto-grants-2014_07 |
|---|