HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 53818427, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Di-tert-butyl malonate | HCID 68324 | — |
| Reactant | 1,5-Difluoro-3-methoxy-2-nitrobenzene | HCID 10330129 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 53818427 | HCID 53818427 | 42.2% |
Reaction Steps
Di-t-butyl malonate(18 g) was added dropwise to a stirred suspension of sodium hydride[60% dispersion in mineral oil](3.3 g) in N-methyl pyrrolidinone(100 mL) under an atmosphere of argon and the mixture was stirred until effervescence ceased. 3,5 Difluoro-2-nitro-anisole(6.4 g) was added and the mixture was stirred at 80° C. for 2 h. The mixture was cooled to room temperature then partitioned between water and ether and then the ether extract was dried and evaporated to dryness. The residue was subjected to flash chromatography eluting with increasingly polar mixtures of ethyl acetate and hexane to give the product(5.5 g)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06441012B1 |
| Source dataset | uspto-grants-2002_08 |
| ORD ID | ord-c487fb3c7af94d81a27d1729ddc9e115 |
| Source note | uspto-grants-2002_08 |