HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 4679772, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | L-Alanine | HCID 5950 | — |
| Reactant | 2-Fluorobenzoyl chloride | HCID 9808 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 4679772 | HCID 4679772 | 33.1% |
Reaction Steps
To a homogeneous solution of L-alanine(5 g, 56.1 mmol) in acetone (90 ml) and 1N NaOH (90 ml) was added 2-fluorobenzoyl chloride (8.9 g, 56.1 mmol) dropwise. Basicity of the reaction was maintained by adding 1N NaOH periodically. After the addition of 2-fluorobenzoyl chloride was completed, the reaction mixture was acidified to pH 2 using 1N HCl. The oil that precipitated out was extracted into EtOAc, which was dried over MgSO4, filtered, and concentrated to yield 2-(2-fluorobenzoylamino)propionic acid (intermediate XXIa, 3.92 g). Upon standing, more crystals of intermediate XXIa (2.3 g) precipitated from the acidic aqueous solution and were collected.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07491821B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-31877a24503245b588986c1daa739f11 |
| Source note | uspto-grants-2009_02 |