HuagongsheHuagongshe Chemistry Print Report · For research reference only
9-[(2R)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-9-aza-6-azoniaspiro[4.5]decane chloride → 4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 9-[(2R)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-9-aza-6-azoniaspiro[4.5]decane chloride | HCID 117642066 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-one | HCID 59568646 | 100% |
Reaction Steps
A solution of 4-methyl-5-[(2R)-oxiran-2-yl]-2-benzofuran-1 (3H)-one (INTERMEDIATE 2) (38 mg, 0.20 mmol) in 0.50 mL of ethanol was prepared. Separately, 9-[(2R)-2-Hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-9-aza-6-azoniaspiro[4.5]decane Chloride (INTERMEDIATE 3)(60. mg, 0.20 mmol) was dissolved in 1 mL of ethanol by addition of 200 mg of MP-CO3 resin and heating. The two solutions, along with the resin, were combined and microwaved at 140° C. for fifty-five minutes. The solvent was removed in vacuo and the remaining solids were dissolved in 1 mL DMSO.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139585B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-874d8403a5254000a1bbd116546e505a |
| Source note | uspto-grants-2015_09 |