HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 19750836, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Reactant | HCID 10131121 | HCID 10131121 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19750836 | HCID 19750836 | — |
Reaction Steps
A mixture of 2.5 g of 6-(methylsulfonyl)-benz[cd]indol-2(1H)-one (Example 3) in 50 ml of N,N-dimethylformamide is treated with 0.35 g of sodium hydride and 1.5 ml of (bromomethyl)cyclopropane at 75° C. in a pressure bottle for 24 hours. An additional 1.5 ml of (bromomethyl)cyclopropane is added and heating continued at 75° C. for 17 hours in a pressure bottle. The reaction mixture is cooled then evaporated. The concentrate is chromatographed on silica gel using 1:1 ethyl acetate-hexane to afford 0.72 g of the desired product as yellow crystals, m.p. 148°-150° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05229411 |
| Source dataset | uspto-grants-1993_07 |
| ORD ID | ord-6f722512409749388dff4cb71c870951 |
| Source note | uspto-grants-1993_07 |