HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → 7-methoxycarbonyl-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-6-yl 4-(methacryloyloxy)butyrate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium methacrylate | HCID 3255932 | — |
| Reactant | 7-methoxycarbonyl-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-6-yl 4-chlorobutyrate | HCID 57867100 | — |
| Solvent | Water | HCID 962 | — |
| Product | 7-methoxycarbonyl-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-6-yl 4-(methacryloyloxy)butyrate | HCID 57867097 | 70.2% |
Reaction Steps
A mixture of 10.0 g of the 4-chlorobutyrate obtained in Example 1-1-1 and 30 g of dimethylformamide was added dropwise to a mixture of 4.69 g of sodium methacrylate, 0.71 g of sodium iodide and 20 g of dimethylformamide at 60-70° C. The mixture was stirred at the temperature for 8 hours. 100 ml of water was added below 30° C. This was followed by ordinary work-up and silica gel chromatography purification, obtaining 8.12 g of the target compound (yield 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07833694B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-2036f849c372417ba80a46bd90f35c86 |
| Source note | uspto-grants-2010_11 |