HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylacetaldehyde → HCID 71457306, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylacetaldehyde | HCID 998 | — |
| Reactant | Benzeneacetamide | HCID 7680 | — |
| Catalyst | Trimethylsilyl triflate | HCID 65367 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71457306 | HCID 71457306 | 76% |
Reaction Steps
To a well stirred suspension of 2-phenylacetamide (540 mg, 4 mmol) in dry dichloromethane (2 mL) was added the 2-phenylacetaldehyde (240 mg, 2 mmol) and trimethylsilyltrifluoromethanesulfonate (22 mg, 0.1 mmol). The mixture was vigorously stirred for 12 h at room temperature, diluted with toluene (4 mL), and filtered. The precipitate was washed several times with toluene which was recrystallized with methanol and hexane to give the final product (560 mg, 76%). 1H NMR (400 MHz, DMSO-d6) δ 8.45 (d, J=7.6 Hz, 2H), 7.14-7.28 (m, 15H), 5.55 (t, J=7.6 Hz, 1H), 3.39 (s, 4H), 2.93 (d, J=7.2 Hz, 2H). HPLC-MS (ESI): m/z 373.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772541B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-004bfbe25959491c894ec82a227f8c29 |
| Source note | uspto-grants-2014_07 |