HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → N-2-adamantyl-4-[2-(ethylsulfonyl)ethyl]bicyclo[2.2.2]octane-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 4-[2-(Ethylsulfonyl)ethyl]bicyclo[2.2.2]octane-1-carboxylic acid | HCID 22591710 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-2-adamantyl-4-[2-(ethylsulfonyl)ethyl]bicyclo[2.2.2]octane-1-carboxamide | HCID 11502385 | — |
Reaction Steps
Carboxylic acid 1-4 (810 mg, 3 mmol) was dissolved in methylene chloride (5 ml) and treated with oxalyl chloride (4 eq.) and 0.050 ml of DMF. The reaction was stirred at room temperature for 45 min, then the solvent was removed under reduced pressure to give a quantitative crude yield of 4-[2-(ethylsulfonyl)ethyl]bicyclo[2.2.2]octane-1-carboxyl chloride (1-5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915252B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-07b8d38533af4560a9c26f88f853ad52 |
| Source note | uspto-grants-2011_03 |