HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 4-methoxy-pyrazolidine-N,N'-dicarboxylic acid di-tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Di-tert-butyl 4-hydroxypyrazolidine-1,2-dicarboxylate | HCID 10334299 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-methoxy-pyrazolidine-N,N'-dicarboxylic acid di-tert-butyl ester | HCID 54416922 | — |
Reaction Steps
At 0°-5° C., 1.2 g of a sodium hydride dispersion (80 %) are added in portions to a solution of 8.6 g of 4-hydroxy-pyrazolidine-N,N'-dicarboxylic acid di-tert-butyl ester in 90 ml of N,N-dimethylformamide. After stiffing for 30 minutes at 0°-5° C., a solution of 2.5 ml of methyl iodide in 10 ml of N,N-dimethylformamide is added dropwise thereto. Stirring is then continued for 3 hours at 0°-5° C. and then 500 ml of diethyl ether are added thereto. The organic phase is washed with water, dried over sodium sulfate and concentrated to yield 8.0 g of the desired product, 4-methoxy-pyrazolidine-N,N'-dicarboxylic acid di-tertbutyl ester, in the form of a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05416065 |
| Source dataset | uspto-grants-1995_05 |
| ORD ID | ord-a95fe5a451304b06873d2b8e80483925 |
| Source note | uspto-grants-1995_05 |