HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → HCID 68694074, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | (S)-(+)-2-(Methoxymethyl)pyrrolidine | HCID 671217 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 68694074 | HCID 68694074 | 33.8% |
Reaction Steps
Methyl bromoacetate (199 μl, 2.10 mmol) was added to a mixture of (S)-2-methoxymethyl pyrrolidine (268 μl, 2.17 mmol), potassium carbonate (319 mg, 2.31 mmol) and sodium iodide (315 mg, 2.10 mmol) in acetonitrile (3 ml). The mixture was subjected to microwave irradiation for 5 min at 160° C., then partitioned between dichloromethane and water. The aqueous layer was extracted with dichloromethane and the combined organic layers were washed with brine, dried over sodium sulfate and concentrated in vacuo. Purification by flash column chromatography eluting with 0-10% (v/v) methanol in dichloromethane afforded (S)-(2-methoxymethyl-pyrrolidin-1-yl) acetic acid methyl ester (133 mg, 0.71 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700634B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-3730a3a509e64033adc8c73186ad6296 |
| Source note | uspto-grants-2010_04 |