HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → 2-[(4-{2-[(Benzylsulfonyl)amino]ethyl}phenoxy)methyl]benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Methyl 2-[(4-{2-[(benzylsulfonyl)amino]ethyl}phenoxy)methyl]benzoate | HCID 68869255 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[(4-{2-[(Benzylsulfonyl)amino]ethyl}phenoxy)methyl]benzoic acid | HCID 10071062 | 61.8% |
Reaction Steps
Lithium hydroxide (2 mg, 0.077 mmol) in water (0.5 ml) was added into methyl 2-[(4-{2-[(benzylsulfonyl)amino]ethyl}phenoxy)methyl]benzoate (17 mg, 0.038 mmol) dissolved in THF (1 ml). The mixture was then in irradiated in a microwave oven (Smith Synthesizer) at 150° C. for 7 minutes and then evaporated to remove THF. The residue was acidified with 1% hydrochloric acid, pH˜4, and extracted with ethyl acetate (×2). The organic extracts were combined and dried with MgSO4 and then evaporated. Chromatography of the residue on a column (ISOLUTE® SI, 500 mg/3 ml) using DCM, then MeOH/DCM (0.5:99.5) as eluant gave 10 mg the desired product, yield 61%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07521461B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-2b67e3e7ec134789bc41650e0955954f |
| Source note | uspto-grants-2009_04 |