Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 68182175 | HCID 68182175 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68182410 | HCID 68182410 | 100% |
Reaction Steps
To a solution of (5-ethoxyquinolin-3-yl)methanol MDE 32076 (40 mg, 197 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 (0.30 mL, 4.13 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)-5-ethoxyquinoline hydrochloride CCH 29192 as a yellow solid (51 mg, 100% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08772316B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-6671229c00264333b0420bbdf5f8805f |
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| Source note | uspto-grants-2014_07 |
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