HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 3-hydroxyaniracetam
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | 3-Hydroxy-1-(4-methoxybenzoyl)pyrrolidin-2-one | HCID 3060804 | — |
| Reactant | HCID 86739567 | HCID 86739567 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-hydroxyaniracetam | HCID 174127 | — |
Reaction Steps
5.0 g of (R)-1-(p-methoxybenzoyl)-2-oxo-3-pyrrolidinyl-chloroacetate are treated in pyridine with thiourea and ethanol according to the procedure described in paragraph (c) of Example 5; the reaction time amounting to 45 minutes. The residue obtained after working-up the ethyl acetate extracts is stirred in ether, the insoluble constituents being filtered off and recrystallised from diisopropyl ether. There is obtained (R)-1-(p-methoxybenzoyl)-3-hydroxy-2-pyrrolidinone of melting point 123°-124° C.; [α]D20 =+214°; [α]54620 =+264°; [α]36520 =+1212° (c=1.0 in chloroform).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04461906 |
| Source dataset | uspto-grants-1984_07 |
| ORD ID | ord-e6e3b351c7084c90ab01ac179150b8f6 |
| Source note | uspto-grants-1984_07 |