HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → (3-(2-Tert-butylphenoxy)azetidin-1-yl)(phenyl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(2-Tert-butylphenoxy)azetidine | HCID 53409530 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (3-(2-Tert-butylphenoxy)azetidin-1-yl)(phenyl)methanone | HCID 59577245 | 46.5% |
Reaction Steps
To a stirred solution of 3-(2-tert-butylphenoxy)azetidine (0.30 g, 1.46 mmol) and triethylamine (0.16 g, 1.61 mmol) in THF (10.0 mL) was added benzoyl chloride (0.23 g, 1.61 mmol). After stirring for 16 h at room temperature, the reaction mixture was diluted with ethyl acetate, washed with water, saturated sodium chloride, dried (Na2SO4), filtered and concentrated under reduced pressure. Purification by flash column chromatography (silica gel; 85:15 to 50:50 heptane/ethyl acetate) provided (3-(2-tert-butylphenoxy)azetidin-1-yl)(phenyl)methanone (0.21 g, 46%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08586571B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-f917dc7185294bf3bf6efc6124a64456 |
| Source note | uspto-grants-2013_11 |