HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → HCID 86761674, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | HCID 68590368 | HCID 68590368 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86761674 | HCID 86761674 | — |
Reaction Steps
A mixture of 2.0 g (6.1 mmol) (RS)-2-bromo-6,7-dimethyl-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine×HBr, 2.0 g (24 mmol) sodium acetate and 100 ml of methanol is combined with 15 mg (0.067 mmol) palladium acetate, 150 mg (0.27 mmol) 1,1′-bis(diphenylphosphino)ferrocene and 2.6 ml (18 mmol) triethylamine and carbonylated for 3.5 h at 80° C. under 5 bar of CO atmosphere. Then the mixture is filtered off, concentrated, combined with sat. NaHCO3 solution and methylene chloride and the resulting emulsion is filtered through Celite. The aqueous phase is separated off and extracted 2× with methylene chloride and the combined organic phases are dried with Na2SO4 and concentrated. The crude product is reacted further without any further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309542B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-b0b780a4ee364356a9650cfec1c7a5fd |
| Source note | uspto-grants-2012_11 |