HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → {2-[(4-methoxy-2,6-dimethyl-benzenesulfonyl)-methyl-amino]-ethoxy}acetic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | tert-butyl 2-(2-(4-methoxy-N,2,6-trimethylphenyl-sulfonamido)ethoxy)acetate | HCID 59597898 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | {2-[(4-methoxy-2,6-dimethyl-benzenesulfonyl)-methyl-amino]-ethoxy}acetic Acid | HCID 46870354 | — |
Reaction Steps
tert-Butyl 2-(2-(4-methoxy-N,2,6-trimethylphenylsulfonamido)ethoxy)acetate (124.5 g, 321.3 mmol) was dissolved in THF (1,150 ml) and MeOH (1,900 ml), and an aqueous 6 M NaOH solution (1,300 ml) was added. The reaction mixture was stirred at room temperature for 1 hour and the organic solvents were then distilled off. The residue was taken up in aqueous 6 M HCl (2,000 ml) at 0° C. and the mixture was extracted with methylene chloride (2×1,000 ml). The combined organic phases were dried, filtered and concentrated to dryness in vacuo. The yield was 103.5 g (97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08268814B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-536c1723b7c8450e947f53dab7775f29 |
| Source note | uspto-grants-2012_09 |