HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-(3-Nitro-5-trifluoromethyl-phenoxymethyl)-azetidine-1-carboxylic Acid Benzyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Hydroxy-5-nitrobenzotrifluoride | HCID 2756251 | — |
| Reactant | 3-Hydroxymethyl-azetidine-1-carboxylic acid benzyl ester | HCID 44829117 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(3-Nitro-5-trifluoromethyl-phenoxymethyl)-azetidine-1-carboxylic Acid Benzyl Ester | HCID 68910094 | — |
Reaction Steps
A mixture of 3-nitro-5-trifluoromethyl-phenol (750 mg, Step C), K2CO3 (3 eq., 1.5 g) and 3-hydroxymethyl-azetidine-1-carboxylic acid benzyl ester (1.1 eq., 1.2 g) in DMF was heated to 80 C for 1 h. The solution was cooled to RT then filtered and concentraced under vacuum. The residue was dissolved in CH2Cl2 and washed with H2O twice, followed by brine. The organic layer was dried over Na2SO4 and evaporated under reduced pressure. The residue was purified by column chromatography using 5% MeOH/CH2Cl2 to provide the desired compound as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247430B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-fbe42f6774634beba8b60ee059e4bea6 |
| Source note | uspto-grants-2012_08 |