HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dibromobutane → HCID 117874403, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dibromobutane | HCID 8056 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl pyrrole-2-carboxylate | HCID 136930 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 117874403 | HCID 117874403 | — |
Reaction Steps
To a suspension of 6.7 g (241.7 mmol) of NaH (60%) in 400 mL of anhydrous THF at 0° C. there are added 20 g (161.13 mmol) of methyl 1H-pyrrole-2-carboxylate (see Tetrahedron 2008, 64, 7745). The whole is subsequently stirred at ambient temperature for one hour. Then, there are added 95 mL of 1,4-dibromobutane. After the addition, the reaction mixture is heated at reflux for 12 hours. The precipitate obtained is filtered off and then washed with THF. The filtrate is subsequently concentrated to dryness. The compound is then isolated by chromatography over silica gel (cyclohexane/ethyl acetate gradient: 0 to 20%) in the form of an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120791B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-46247c0e2abc4ffcafd38e60cdd2a1cb |
| Source note | uspto-grants-2015_09 |