HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-bromo-N,N-diethylacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | Bromoacetyl bromide | HCID 61147 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-bromo-N,N-diethylacetamide | HCID 225545 | 27% |
Reaction Steps
A solution of 2-bromoacetyl bromide (20.2 g, 100 mmol) in THF (300 mL) was cooled to 0° C. and treated with diethylamine (7.31 g, 100 mmol). After dropwise addition of ethyldiisopropylamine (15.5 g, 120 mmol) the reaction mixture was allowed to reach RT and was stirred for 90 min. Water (250 mL) and ethyl acetate (300 mL) were added, the layers were separated and the aqueous layer was extracted twice with ethyl acetate (100 mL). The solvents were removed in vacuo and the residue was purified by distillation (bp 120-121° C./24 mbar) to give 5.24 g (27%) of the title compound as pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07435815B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-0f80f2ac806140429844b75e0401eca7 |
| Source note | uspto-grants-2008_10 |