HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 57890029, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 57890182 | HCID 57890182 | — |
| Reactant | HCID 178418416 | HCID 178418416 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57890029 | HCID 57890029 | 73% |
Reaction Steps
A mixture of trifluoromethanesulfonic acid 4-[1-ethyl-1-(4-methyl-thiophen-2-yl) propyl]-2-methyl-phenyl ester (12 g, 29.62 mmol), Pd(OAc)2 (699 mg, 3 mmol), dppf (3.3 g, 6 mmol), triethylamine (12.5 ml, 90 mmol), methanol (12 ml, 300 mmol), and N,N-dimethylformamide (40 ml) is treated with carbon monoxide (1000 psi) at 110° C. in a Parr-reactor for 48 h. The reaction is concentrated, dissolved in is evaporated in EtOAc and filtered through a silica gel pad. The filtrate is concentrated and chromatographed (Hex to 10% EtOAc/Hex) to give the title compound (6.9 g, 73%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07601850B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-c4e628414a554c71991907f7629ce4ef |
| Source note | uspto-grants-2009_10 |