HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → (E)-methyl 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethylhex-3-enoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | methyl 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-3-hydroxy-2,2,5-trimethylhexanoate | HCID 59252801 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | (E)-methyl 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethylhex-3-enoate | HCID 67006057 | 82.6% |
Reaction Steps
Methyl 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-3-hydroxy-2,2,5-trimethylhexanoate (280 mg, 0.7 mmol) was dissolved in 10 mL MeOH and 5 mL H2SO4 and heated at 90° C. for 12 h. After 12 h, diluted with water and extracted with EtOAc×3. The organic layers were dried over MgSO4, filtered, and concentrated. The residue was purified by SiO2 chromatography eluting with 1:9 EtOAc/hexane. Obtained 220 mg (82% yield) of (E)-methyl 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethylhex-3-enoate. MS found: (M+H)+=381.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08067447B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-baf65a778bc749caad5617647e9006b5 |
| Source note | uspto-grants-2011_11 |