HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-[2-Methoxy-2-(3-methoxyphenyl)-ethyl]-1-methylpyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(3-Methoxyphenyl)-2-(1-methylpyrrolidin-2-yl)ethan-1-ol | HCID 3054349 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[2-Methoxy-2-(3-methoxyphenyl)-ethyl]-1-methylpyrrolidine | HCID 20344153 | 66.1% |
Reaction Steps
1.0 g of 1-(3-methoxyphenyl)-2-(1-methyl-2-pyrrolidinyl)-ethanol dissolved in 15 ml of dimethyl formamide is added dropwise within 5 minutes, with stirring and exclusion of moisture, to a suspenion of 0.25 g of 80 p.c. sodium hydride. Stirring is effected for 30 minutes and a solution of 0.85 g methyl iodide in 10 ml of dimethyl formamide is added drop by drop. The mixture is kept at 60° for 2 hours, treated with water and extracted with diethyl ether. The etheral phase is concentrated. There are obtained 0.7 g of the title compound as oily mixture of diastereoisomers.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04198424 |
| Source dataset | uspto-grants-1980_04 |
| ORD ID | ord-2f87fa20f31f49829818229d5537eb11 |
| Source note | uspto-grants-1980_04 |