HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Oxalate → HCID 178470497, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Oxalate | HCID 7268 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | 1-Propanone, 1-(3-bromophenyl)- | HCID 88272 | — |
| Reactant | 4-(3-Bromo-phenyl)-3-methyl-2,4-dioxo-butyric acid ethyl ester | HCID 67314781 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178470497 | HCID 178470497 | 46% |
Reaction Steps
In analogy to the procedure described in example 16A], 4-(3-bromo-phenyl)-3-methyl-2,4-dioxo-butyric acid ethyl ester (synthesized from 3′-bromopropiophenone and diethyl oxalate, following a procedure described in Ksander, Gary M.; McMurry, John E.; Johnson, Mark. A method for the synthesis of unsaturated carbonyl compounds. Journal of Organic Chemistry (1977), 42(7), 1180-5) and hydrazine monohydrate were heated at 90° C. in EtOH for 1 h to give after crystallization (Et2O/n-penatane) the title compound in 46% yield as off-white powder. MS: 308.1 (M+, 1 Br).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07977358B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-43d9a13411b34aab856a32aa886ecb07 |
| Source note | uspto-grants-2011_07 |