HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-(1-(4-formylbenzyl)piperidin-4-yl)-N-isopropylacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(2-Bromoethyl)benzaldehyde | HCID 11085135 | — |
| Reactant | N-isopropyl-N-(piperidin-4-yl)acetamide | HCID 23369939 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(1-(4-formylbenzyl)piperidin-4-yl)-N-isopropylacetamide | HCID 86662036 | 61% |
Reaction Steps
To a mixture of 4-(bromoethyl)benzaldehyde (0.840 g, 4.2 mmol) and K2CO3 (1.75 g, 12.6 mmol) in DMF (15 mL) was added N-isopropyl-N-(piperidin-4-yl)acetamide (0.92 g, 4.2 mmol) and the reaction was stirred at room temperature 5 hours, then concentrated in vacuo. The resulting mixture was diluted with H2O and extracted with EtOAc. The organics were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. Purification by flash chromatography on silica gel, eluting with 1% to 10% MeOH/CH2Cl2, afforded N-(1-(4-formylbenzyl)piperidin-4-yl)-N-isopropylacetamide (0.770 g, 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238640B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-510d241cc99b49c193ede95e9eabbcd2 |
| Source note | uspto-grants-2016_01 |