HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(2,5-Dimethyl-phenyl)-4-ethoxymethoxy-8-methoxy-1,8-diaza-spiro[4.5]dec-3-en-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloromethyl ethyl ether | HCID 18523 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(2,5-Dimethyl-phenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-en-2-one | HCID 54742246 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-(2,5-Dimethyl-phenyl)-4-ethoxymethoxy-8-methoxy-1,8-diaza-spiro[4.5]dec-3-en-2-one | HCID 58031259 | — |
Reaction Steps
To 250 mg of 3-(2,5-dimethyl-phenyl)-4-hydroxy-8-methoxy-1,8-diaza-spiro[4.5]dec-3-en-2-one in 2.5 ml of tetrahydrofuran are added 160 □l of Hünig's base and 85 □l of chloromethyl ethyl ether. After stirring for 20 hours at room temperature, water and ethyl acetate are added and the layers are separated. The aqueous phase is extracted with ethyl acetate, the combined organic phases dried with sodium sulfate, filtered and concentrated. Chromatography (heptane/acetone 4:1) yielded 72 mg of 3-(2,5-dimethyl-phenyl)-4-ethoxymethoxy-8-methoxy-1,8-diaza-spiro[4.5]dec-3-en-2-one as a solid, mp:150-152° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722578B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-32d706944d45499c83ad3b5fde117c23 |
| Source note | uspto-grants-2014_05 |