HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Sulfate → (1,2,3,4-Tetrahydroquinolin-2-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | Ethyl 1,2,3,4-tetrahydroquinoline-2-carboxylate | HCID 338259 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1,2,3,4-Tetrahydroquinolin-2-yl)methanol | HCID 15052240 | 50% |
Reaction Steps
1,2,3,4-Tetrahydroquinoline-2-carboxylic acid ethyl ester (4.75 g 25 mmol) in THF (5 ml/mmol) was added dropwise to a suspension of LAH (2 eq.) in THF (50 ml) at 0° C. The reaction mixture was stirred at RT for 1 h and then heated under reflux for 4 h. After addition of aqueous saturated Na2SO4 solution, the mixture was filtered and the organic solvent was removed in vacuo. The product was purified by column chromatography (silica gel, ethyl acetate/hexane 3:7). Yield: 50%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318769B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-8e5beeed1422482992b0c8c999a93319 |
| Source note | uspto-grants-2012_11 |