HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → 2-Chloro-3-quinolin-6-ylbutanal
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | 3-Quinolin-6-ylbutanal | HCID 86621513 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 2-Chloro-3-quinolin-6-ylbutanal | HCID 86621514 | 82.2% |
Reaction Steps
L-Proline (5.8 mg, 0.050 mmol) was added to a solution of 3-quinolin-6-ylbutanal (50 mg, 0.25 mmol) in chloroform (0.5 mL) at 0° C. followed by addition of N-chlorosuccinimide (36.9 mg, 0.276 mmol). The mixture was stirred at RT for 2 h, diluted with hexanes and filtered. The filtrate was concentrated and purified by chromatography on silica gel with EtOAc in methylene chloride (0-10%) to afford the desired product (0.048 g, 82%). LCMS: (M+H)=234.1/236.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07767675B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-2b946147b3a14c32b5a1bac72515382a |
| Source note | uspto-grants-2010_08 |