HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium hydroxide, monohydrate → HCID 69292797, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 69289078 | HCID 69289078 | — |
| Solvent | Methanol tetrahydrofuran water | HCID 21892291 | — |
| Product | HCID 69292797 | HCID 69292797 | 91.2% |
Reaction Steps
A solution of (RS)-3-[(4-cyano-benzylcarbamoyl)-methoxy-methyl]-2,4-difluoro-benzoic acid methyl ester (2.05 g) and LiOH.H2O (241 mg) in THF/MeOH/H2O 1:1:0.5 (75 ml) was stirred 1 h at rt. The organic solvents were evaporated, ice cold H2O (50 ml) was added and the pH was lowered (pH=2) by addition of 2 N aq. HCl sol. The product was extracted with AcOEt (2×120 ml). The organic layers were washed with brine (100 ml), combined and dried over Na2SO4. Evaporation of the solvent yielded 1.80 g of (RS)-3-[(4-cyano-benzylcarbamoyl)-methoxy-methyl]-2,4-difluoro-benzoic acid. White solid. MS 359.4 ([M−H]).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07129238B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-2c22aebc1cf942a6af781fa158d4aea7 |
| Source note | uspto-grants-2006_10 |