HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (1S,3R,4R)-2-[(4-methoxyphenyl)sulfonyl]-2-azabicyclo[2.2.1]heptane-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | ethyl (1S,3R,4R)-2-[(4-methoxyphenyl)sulfonyl]-2-azabicyclo[2.2.1]heptane-3-carboxylate | HCID 86595840 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1S,3R,4R)-2-[(4-methoxyphenyl)sulfonyl]-2-azabicyclo[2.2.1]heptane-3-carboxylic acid | HCID 12146438 | — |
Reaction Steps
To a solution of ethyl (1S, 3R, 4R)-2-[(4-methoxyphenyl)sulfonyl]-2-azabicyclo[2.2.1]heptane-3-carboxylate (965 mg, 2.84 mmol) in tetrahydrofuran (40 ml)-methanol (10 ml) was added 1N sodium hydroxide (16 ml), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was acidified with 1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over magnesium sulfate. The solvent was evaporated, to give (1S, 3R, 4R)-2-[(4-methoxyphenyl)sulfonyl]-2-azabicyclo[2.2.1]heptane-3-carboxylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07176217B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-bb5d761de1c442faa3c4925f12420ee7 |
| Source note | uspto-grants-2007_02 |