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 17C (2.0 g) in tetrahydrofuran (10 mL) and water (5 mL) was added a solution of lithium hydroxide monohydrate (1 g) in water (5 mL). Methanol was added until a homogeneous solution formed. The solution was stirred at ambient temperature for 4 hours and concentrated to 5 mL. This was acidified with 2N hydrochloric acid to pH 2 and partitioned between ethyl acetate and water. The organic phase was washed with water, dried over magnesium sulfate, filtered and concentrated to give 1.5 g (79%) of the title compound. MS (DCI): m/z 213 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07999117B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-2f1717894ac94bb4977506e6b966023c |
| Source note | uspto-grants-2011_08 |