HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1-Boc-3-(3-nitro-5-trifluoromethyl-phenoxymethyl)-azetidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Hydroxy-5-nitrobenzotrifluoride | HCID 2756251 | — |
| Reactant | Tert-butyl 3-((methanesulfonyloxy)methyl)azetidine-1-carboxylate | HCID 21959416 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | 1-Boc-3-(3-nitro-5-trifluoromethyl-phenoxymethyl)-azetidine | HCID 22249408 | — |
Reaction Steps
A mixture of 1-Boc-3-methylsulfonyloxymethyl-azetidine (1.47 g), 3-nitro-5-trifluoromethyl-phenol (1.15 g) and K2CO3 (1.15 g) in DMF(20 ml) at 80° C. was stirred overnight. The reaction was cooled to RT and diluted with 25 mL of sat. NaHCO3 and 50 mL of EtOAc. The organic phase was separated and washed with brine (25 mL), dried over Na2SO4 and concentrated in vacuo. The crude compound was purified by column chromatography (50% EtOAc/hex).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06995162B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-53e947a2d97749ef85c954823a04b896 |
| Source note | uspto-grants-2006_02 |