HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 2-Chloro-4-(5-chloro-2-methoxyphenyl)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 5-Chloro-o-anisic acid | HCID 76970 | — |
| Reactant | 4-Bromo-2-chlorobenzoic acid | HCID 108829 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-Chloro-4-(5-chloro-2-methoxyphenyl)benzoic acid | HCID 53227577 | 79.2% |
Reaction Steps
4-bromo-2-chlorobenzoic acid (0.4 g), 5-chloro-2-methoxybenzoic acid (0.4 g), Pd(dppf)Cl2 (0.12 g), sodium carbonate (0.9 g), dioxan (15 ml) and methanol (5 ml) were charged to a flask and heated at reflux for 16 h. Cooled to room temp and filtered (hyflo). The filtrate was concentrated in vacuo, then dissolved in ethyl acetate. The suspension was made basic by addition of dilute NaOH. The aqueous layer was separated and acidified using 2M HCl, extracted with EtOAc, dried (MgSO4) and evaporated in vacuo to give the sub-title compound Yield 0.4 g
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722741B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-e52c56bab44c44fcbc7ae577f330430f |
| Source note | uspto-grants-2014_05 |