HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 57674238, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 57674236 | HCID 57674236 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57674238 | HCID 57674238 | 99.2% |
Reaction Steps
To a solution of (2S,4S)-1-benzyl-4-[methyl-(2,2,2-trichloro-ethoxycarbonyl)-amino]-pyrrolidine-2-carboxylic acid methyl ester (6.4 mmol) in 18 mL of THF and 12 mL of methanol was added a solution of NaOH (12.8 mmol) in 10 mL water, and the reaction mixture was stirred overnight. The solution was diluted with 40 mL of water and extracted with 20 mL of EA. The aqueous layer was separated and acidified with 2N HCl to PH=5-6. Then the solution was extracted with EA (3×40 mL). The combined organic layers were washed by brine (20 mL), dried over Na2SO4, and concentrated to give 2.6 g of title product in 91% yield. MS m/e=410.4 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528136B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-44cc7d26b1f741fc8344a7a9af0a560f |
| Source note | uspto-grants-2009_05 |