HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 21867387, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 4-bromobutyrate | HCID 76300 | — |
| Reactant | HCID 21867385 | HCID 21867385 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21867387 | HCID 21867387 | — |
Reaction Steps
To a vigorously stirred solution of 0.32 g of the product from Step 2 in 5 mL of DMF was added sequentially 0.045 g NaH (60% in mineral oil), 0.2 mL of ethyl 4-bromobutyrate and 0.02 g of n-Bu4NI. The mixture was stirred for 45 minutes at room temperature, quenched with 5 mL of saturated aqueous solution of NH4Cl and 5 mL of water, and extracted with 40 mL of 1:1 hexane/EtOAc. The extract was dried over Na2SO4 and concentrated. The residue was purified by silica gel flash chromatography eluted with 9:1 hexane/EtOAc to give 0.3 g of the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07144913B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-f7ee5e731f9c47eeba2e337270511c6f |
| Source note | uspto-grants-2006_12 |