Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 86642717 | HCID 86642717 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 25123290 | HCID 25123290 | 92% |
Reaction Steps
0.62 ml (0.62 mmol) of 1M lithium hydroxide solution is added to a solution of 181.6 mg (0.31 mmol) of methyl 3-[4-{3-[4-(butane-1-sulfonyloxy)-3-methoxyphenyl]propyl}-2-(3-methoxybenzyloxy)phenyl]propanoate in 5 ml of tetrahydrofuran. The reaction mixture is stirred overnight at room temperature. The reaction is treated by adding 10 ml of water, acidified with hydrochloric acid and then extracted with ethyl acetate. The organic phases are combined and dried over sodium sulfate. After evaporating off the solvents, the residue is purified by chromatography on a column of silica eluted with a 95/5 dichloromethane/methanol mixture. 162 mg (92%) of 3-[4-{3-[4-(butane-1-sulfonyloxy)-3-methoxyphenyl]propyl}-2-(3-methoxybenzyloxy)phenyl]propanoic acid are obtained in the form of a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07879907B2 |
|---|
| Source dataset | uspto-grants-2011_02 |
|---|
| ORD ID | ord-65ee482896c645869ff733beaa5e20f2 |
|---|
| Source note | uspto-grants-2011_02 |
|---|