HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-{2-[(3-Bromo-4-chloro-benzoyl)-methyl-amino]-phenyl}-butyric acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-{2-[(3-Bromo-4-chloro-benzoyl)-methyl-amino]-phenyl}-butyric acid methyl ester | HCID 68602620 | — |
| Solvent | Lithium Hydroxide | HCID 3939 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-{2-[(3-Bromo-4-chloro-benzoyl)-methyl-amino]-phenyl}-butyric acid | HCID 68602589 | 103% |
Reaction Steps
To a solution of 4-{2-[(3-bromo-4-chloro-benzoyl)-methyl-amino]-phenyl}-butyric acid methyl ester (1.11 g, 2.6 mmol, Step 13D) in THF (8 mL), 2N LiOH (6.5 mL) was added and the mixture was stirred for 2 hours at it. 1N HCl was added to the reaction mixture to yield a pH ˜2 followed by extraction with EtOAc (2×). The combined organic layers were washed with water and brine, dried (Na2SO4) and concentrated in vacuo to afford 1.1 g of 4-{2-[(3-bromo-4-chloro-benzoyl)-methyl-amino]-phenyl}-butyric acid as a white solid. MS [M+H]+: 411.7; tR=2.57 min, (method 1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481738B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-60f5cbed02414b51aeba31350201aeae |
| Source note | uspto-grants-2013_07 |