HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 5-(3,5-Dimethylisoxazol-4-yl)-7-methoxyindoline-2,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 5'-(3,5-Dimethylisoxazol-4-yl)-7'-methoxyspiro[[1,3]dioxolane-2,3'-indolin]-2'-one | HCID 117668103 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-(3,5-Dimethylisoxazol-4-yl)-7-methoxyindoline-2,3-dione | HCID 117668134 | — |
Reaction Steps
A solution of compound 5′-(3,5-dimethylisoxazol-4-yl)-7′-methoxyspiro[[1,3]dioxolane-2,3′-indolin]-2′-one (57 mg, 0.18 mmol), acetic acid (1 mL), and hydrogen chloride solution (4 mL) was heated to 90° C. After 1.5 h, the mixture was cooled, EtOAc (20 mL) was added, washed with brine (15 mL×3), dried over Na2SO4, concentrated in vacuo to give the expected compound 5-(3,5-dimethylisoxazol-4-yl)-7-methoxyindoline-2,3-dione as a dark red solid (50 mg, crude, 102%). This material was used in the next step without further purification. MS (ESI) m/e [M+1]+ 273.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09393232B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-8495814ad5a24db6b702f3f6db0c631f |
| Source note | uspto-grants-2016_07 |