HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 57964165, compound → HCID 57964581, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 57964165 | HCID 57964165 | — |
| Reactant | HCID 178418443 | HCID 178418443 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 57964581 | HCID 57964581 | 72% |
Reaction Steps
To a solution of 1.6 g (3.8 mmol) of 3-{4-[2-(1,4-dioxaspiro[4.5]dec-8-yl)ethyl]piperazin-1-yl}-N-methoxy-N-methylbenzamide in 25 mL of dry tetrahydrofuran cooled to 0° C. are added 8 mL of 1M ethylmagnesium bromide solution in tetrahydrofuran. The mixture is stirred for 90 minutes then poured in 100 mL of an aqueous saturated sodium hydrogen carbonate solution. The product is extracted twice with ethyl acetate. The organic phases are combined, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue (1.4 g) is purified over 50 g of silica gel (eluant heptane/ethyl acetate 1/1) to give 1.06 g (72%) of 1-(3-{4-[2-(1,4-dioxaspiro[4.5]dec-8-yl)ethyl]piperazin-1-yl}phenyl)propan-1-one as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08802678B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-42daf454f88d4adfb209fc87e4da7db0 |
| Source note | uspto-grants-2014_08 |