HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 4-(1,3-Dioxolan-2-yl)-2-fluorobenzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Methyl 4-(1,3-dioxolan-2-yl)-2-fluorobenzoate | HCID 67353522 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(1,3-Dioxolan-2-yl)-2-fluorobenzoic acid | HCID 67353916 | 80% |
Reaction Steps
To a solution of EXAMPLE 20C (2.0 g) in tetrahydrofuran (10 mL) and water (5 mL) was added lithium hydroxide monohydrate (1 g) in water (5 mL). Methanol was added until a transparent solution formed and the solution stirred at ambient temperature for 4 hours and concentrated to about 5 mL. The residue was acidified with 2N HCl to pH 2 and the mixture partitioned between ethyl acetate and water. The organic phase was washed with water, dried over magnesium sulfate, filtered and concentrated to give the title compound (1.5 g, 79%). MS (DCI): m/z 213 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07595406B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-ba49d857ac814f6e80393487c31fe7d1 |
| Source note | uspto-grants-2009_09 |