HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → 4-((5-Chloropyridin-3-yl)methoxy)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Methyl 4-((5-chloropyridin-3-yl)methoxy)benzoate | HCID 59625946 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-((5-Chloropyridin-3-yl)methoxy)benzoic acid | HCID 59625731 | 89.5% |
Reaction Steps
Compound 27b (1.22 mmol, 340 mg) was combined with LiOH (4.9 mmol, 118 mg) in 3 mL of THF, 3 mL of MeOH, and 3 mL of water. The mixture was stirred at room temperature for 4 h and was then combined with 15% aqueous citric acid and extracted with EtOAc. The extracts were washed with water and brine, dried over Na2SO4, and concentrated under vacuum to give 288 mg of 27c.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697683B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-64abb10ba8ef4527a7e78556afd4a329 |
| Source note | uspto-grants-2014_04 |