HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-But-3-enyl-1-(3-trifluoromethyl-phenyl)-[1,4]diazepan-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Homoallyl bromide | HCID 21241 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(3-Trifluoromethyl-phenyl)-[1,4]diazepan-5-one | HCID 21754509 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-But-3-enyl-1-(3-trifluoromethyl-phenyl)-[1,4]diazepan-5-one | HCID 66783025 | 28.8% |
Reaction Steps
To a solution of 1-(3-trifluoromethyl-phenyl)-[1,4]diazepan-5-one 0.29 g (1 mmol) and 4-bromobut-1-ene 0.3 g (2 mmol) in DMF (2 ml) was added NaH 0.1 g (2 mmol of 55% dispersion in oil) and the mixture stirred for 6 h. The reaction was then poured into water and extracted with EtOAc, dried (Na2SO4) and concentrated. Purification by flash column chromatography (EtOAc/n-heptane 1:1) afforded the title compound 0.09 g (25%) as a yellow gum. MS: 313.2 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08138175B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-98c2e04498b14106a3ad2e17fdabe32d |
| Source note | uspto-grants-2012_03 |