HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 86660158, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 1,3-Dibromopropane | HCID 8001 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | N-ethyl-2-nitrobenzenesulfonamide | HCID 744706 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86660158 | HCID 86660158 | 82% |
Reaction Steps
Compound 63 (7.8 g, 33.9 mmol) was dissolved in DMF (100 mL). 1,3-Dibromopropane (35 mL, 343.0 mmol) and then in portions NaH (2.7 g, 67.5 mmol) were added, whereupon the temperature rose to 50-60° C. The reaction mixture was stirred at this temperature for 1 h (TLC monitoring, CH2Cl2), carefully poured into ice/water mixture, and extracted with ethyl acetate. The extract was evaporated. The residue washed with hexane to remove the 1,3-dibromopropane. Compound 64 (9.7 g, 82%) was obtained as a viscous yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108916B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-d98c8f7764bf4173b03841ebb898183c |
| Source note | uspto-grants-2015_08 |