HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(5-Bromopyridin-2-yl)cyclohexanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-Bromo-2-(1,4-dioxaspiro[4,5]decane-8-yl)pyridine | HCID 86692470 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 4-(5-Bromopyridin-2-yl)cyclohexanone | HCID 86692465 | 103% |
Reaction Steps
5-Bromo-2-(1,4-dioxaspiro[4,5]decane-8-yl)pyridine (9.0 g) described in Reference Example 102(2) was dissolved in trifluoroacetic acid (15 ml) and stirred at room temperature overnight. After completion of the reaction, water was added under ice cooling, neutralized by the addition of 4N aqueous solution of sodium hydroxide and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated to give 4-(5-bromopyridin-2-yl)cyclohexanone (7.9 g) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150555B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-e0b9aa11765f420b965e8a0d0d8b7c74 |
| Source note | uspto-grants-2015_10 |