HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → HCID 67356290, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | 1-(2-Chloroethyl)pyrrolidine hydrochloride | HCID 81668 | — |
| Reactant | HCID 66755141 | HCID 66755141 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67356290 | HCID 67356290 | 34% |
Reaction Steps
A mixture of 3-hydroxy-3-pyridin-3-yl-9-azaspiro[5.5]undecane-9-carboxylic acid tert-butyl ester (0.867 mmol), 1-(2-chloro-ethyl)-pyrrolidine hydrochloride (1.3 mmol, 1.5 equiv.), dry KOH powder (4.33 mmol, 5 equiv.) and catalytic amounts of 18-Crown-6 in toluene (20 ml) was heated for 16 hours at boiling temperature. The reaction mixture was diluted with ethyl acetate (25 ml) and washed with distilled water (10 ml) and saturated sodium chloride solution (10 ml). The organic phase was dried over sodium sulfate and concentrated. The crude product was then purified by column chromatography (5% MeOH in DCM). Yield: 34%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08269000B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-89f7bf4c7bfe48e29d43c2572763db73 |
| Source note | uspto-grants-2012_09 |