Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 8-(4-Chloro-3-methoxyphenyl)-1,4-dioxa-8-azaspiro[4.5]decane | HCID 68553892 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 68555817 | HCID 68555817 | 91% |
Reaction Steps
A mixture of 8-(4-chloro-3-methoxyphenyl)-1,4-dioxa-8-azaspiro[4.5]decane (1.67 g, 5.89 mmol, Example 13, step 1) and 1-chloropyrrolidine-2,5-dione (0.786 g, 5.89 mmol) in AcOH (15 mL) was heated at 60° C. overnight. The mixture was cooled and water was added. Upon completion of addition, the mixture was neutralized with 1N NaOH, extracted with EtOAc, dried (Na2SO4), and concentrated to give 8-(2,4-dichloro-5-methoxyphenyl)-1,4-dioxa-8-azaspiro[4.5]decane (1.7 g, 5.34 mmol, 91% yield) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08354432B2 |
|---|
| Source dataset | uspto-grants-2013_01 |
|---|
| ORD ID | ord-ed24750daf544ffb9e95d1ba6049f47c |
|---|
| Source note | uspto-grants-2013_01 |
|---|