HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dibromobutane → Ethyl 2-(4-bromobutoxy)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dibromobutane | HCID 8056 | — |
| Reactant | Ethyl Glycolate | HCID 12184 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 2-(4-bromobutoxy)acetate | HCID 20436843 | — |
Reaction Steps
To a solution of sodium hydride in 40 mL DMF stirred at 0° C. was slowly added ethyl glycolate (5 g, 48 mmol). After 1 hour, 1,4-dibromobutane (8.6 mL, 72 mmol) was added, and the mixture was stirred for an additional 2 hours. The reaction was allowed to warm to room temperature for an additional 3 hours. A sodium bicarbonate solution was added, and the organic layer was dried over anhydrous sodium sulfate, concentrated and the residue was purified by chromatography to afford a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06849657B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-ab789f9d1df541f2bbe68664d376d405 |
| Source note | uspto-grants-2005_02 |