Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 12383454 | HCID 12383454 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67426891 | HCID 67426891 | 99.9% |
Reaction Steps
To a solution of 1-pentyl-1,3-dihydro-indol-2-one (Farmaco, Ed. Sci. 1977, 32, 703-712) (22 g) and 1,2-dibromoethane (14.1 ml; 162 mmol) in dry N,N-dimethylformamide (180 ml) is added sodium hydride (60% in mineral oil, 13 g; 325 mmol) in small portions over a period of 15 min. The resulting mixture is stirred at 15° C. for 1 h. MeOH (50 ml) and saturated NH4Cl solution (200 ml) is added and the aqueous phase is extracted with Et2O. The combined organic layer is washed with water, brine and dried over MgSO4. The compound (24.8 g) is obtained after evaporation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07714010B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-d4069c13b37c44838b1c203601bfcd83 |
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| Source note | uspto-grants-2010_05 |
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