HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyl bromide → HCID 58118695, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 70804527 | HCID 70804527 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58118695 | HCID 58118695 | — |
Reaction Steps
A solution of tert-butyl (8R)-8-(3,5-difluorophenyl)-8-methyl-10-oxo-6,9-diazaspiro[4.5]decane-6-carboxylate (500 mg, 1.314 mmol) in 2 ml of DMF was added to a suspension of sodium hydride (49.8 mg, 1.971 mmol). When the gas evolution had ceased, allyl bromide (0.171 mL, 1.971 mmol) was added to the ice cooled solution. After 18 hours, the reaction was quenched with brine and extracted with ethyl acetate (3×30 mL). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The oily residue was purified on silica gel, eluting with a gradient of ethyl acetate:hexanes—0:100 to 50:50. The clean fractions were concentrated in vacuo to yield the title compound. MS: m/z=421 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765759B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-83af7e638c764b3b9e5f22e609681b2d |
| Source note | uspto-grants-2014_07 |