HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-(2-Formyl-4-trifluoromethyl-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidine | HCID 4184869 | — |
| Reactant | 2-Hydroxy-5-trifluoromethylbenzaldehyde | HCID 15500988 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(2-Formyl-4-trifluoromethyl-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester | HCID 57743281 | 53.4% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 2-hydroxy-5-trifluoromethyl-benzaldehyde (1.36 g, 7.17 mmol), 4-methanesulfonyloxy-piperidine-1-carboxylic acid tert-butyl ester (2.2 g, 7.88 mmol) and K2CO3 (2.96 g, 21.5 mmol) in anhydrous N,N-dimethylformamide (15 mL) was heated at 100° C. for 1 h. After cooled to room temperature, the mixture was filtered and the filtrate was concentrated. The residue was dissolved in DCM (50 mL). The solution was washed with water, dried over anhydrous Na2SO4 and concentrated. The residue was purified by chromatography to give the title compound (1.43 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08134001B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-a80e9f09da274a6087cf62255ea6dc59 |
| Source note | uspto-grants-2012_03 |