HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → HCID 15951553, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 15951552 | HCID 15951552 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 15951553 | HCID 15951553 | 102.9% |
Reaction Steps
To a stirred solution of 40 mg (0.11 mmol) of 1′-[(2-methyl-1H-indol-3-yl)carbonyl]-3H-spiro[2-benzofuran-1,4′-piperidine] (the preparation of which has been described in example 43) in 3 ml DMF was added 5 mg (0.11 mmol) NaH (60% in oil). The mixture was stirred at RT for 30 min. and then 19 mg (0.13 mmol) of benzoyl chloride was added. The mixture was stirred an additional hour and then poured onto water and extracted with ethyl acetate. The combined organic phases were dried over Na2SO4 and concentrated in vacuo. Re-crystallization in Et2O afforded 51 mg (98%) of 1′-[(1-benzoyl-2-methyl-1H-indol-3-yl)carbonyl]-3H-spiro[2-benzofuran-1,4′-piperidine] as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07332501B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-0a53797a5aaa42aa8bcdd6c42c44c09b |
| Source note | uspto-grants-2008_02 |