HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → 4-[3-Tert-butyl-5-(1,1-dimethoxyethyl)-2-methoxyphenyl]morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 1-Bromo-3-tert-butyl-5-(1,1-dimethoxyethyl)-2-methoxybenzene | HCID 23093719 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 4-[3-Tert-butyl-5-(1,1-dimethoxyethyl)-2-methoxyphenyl]morpholine | HCID 23093724 | — |
Reaction Steps
Under a nitrogen atmosphere, 2-bromo-6-tert-butyl-4-(1,1-dimethoxyethyl)anisole (650 g, 1.962 mol), palladium acetate (4.4 g 19.6 mmol, 1 mol %) and (±)-BINAP (18.3 g, 29.4 mmol, 1.5 mol %) were dissolved in 1,2-dimethoxyethane (1.96 L) at room temperature. To the resultant solution, morpholine (205 g, 2.36 mol) and sodium tert-butoxide (264 g, 2.75 mol) were added.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08658620B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-078c0f8d44b34a13850b8f2050974ec8 |
| Source note | uspto-grants-2014_02 |