HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 13216876, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl (2E)-4-oxo-4-phenyl-2-butenoate | HCID 5369605 | — |
| Reactant | HCID 23721940 | HCID 23721940 | — |
| Catalyst | HCID 10913373 | HCID 10913373 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 13216876 | HCID 13216876 | 68.2% |
Reaction Steps
To a solution of 25.9 g of ethyl trans-β-benzoylacrylate in 770 ml of ethanol was added a solution of 6.03 g of L-alanine lithium salt in 426 ml of ethanol over 30 minutes at room temperature. After completion of addition, the mixture was stirred for an additional 5 minutes, and then 5.29 ml of concentrated hydrochloric acid was added, followed by cooling with ice-water. As seed crystals, 679 mg of N-(1(S)-ethoxycarbonyl-3-oxo-3-phenylpropyl)-L-alanine was added, and the mixture was stirred for 4 hours. The crystals separating out were collected by filtration, washed with ethanol, and dried, whereby 12.7 g of N-(1-ethoxycarbonyl-3-oxo-3-phenylpropyl)-L-alanine (1S/1R ratio=95/5) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07071349B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-0bbaa1dd2d284674aff4b80eef62d499 |
| Source note | uspto-grants-2006_07 |