HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 117824033, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | Ethyl 4-(cyclopropylmethoxy)-3-oxobutanoate | HCID 63897208 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 117824033 | HCID 117824033 | — |
Reaction Steps
Sodium (4.0 g, 172 mmol) was added to EtOH (80 mL) and stirred until all dissolved at 60° C. The solution was cooled down to rt and a solution of ethyl 4-(cyclopropylmethoxy)-3-oxobutanoate (15.7 g, 78.4 mmol) in EtOH (80 mL) was added, followed by thiourea (7.2 g, 94 mmol). The mixture was stirred under reflux conditions for 24 h. Hydrochloric acid (aq, 1 M) was added until pH˜4 and the mixture was concentrated in vacuo. The residue was purified by column chromatography on silica eluting with a gradient of EtOAc and DCM to give the title compound as a solid, 15.7 g (95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09439904B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-f9b6fd8e4fdc4b49abd347466603bf4c |
| Source note | uspto-grants-2016_09 |