Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | HCID 68734802 | HCID 68734802 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68734256 | HCID 68734256 | 41.2% |
Reaction Steps
A solution of 3-(phenyl(m-tolyl)methyl)pyrrolidine (3.0 g, 12 mmol) and triethylamine (1.8 mL, 12.9 mmol) in dichloromethane (30 mL) was stirred at 0° C. for 10 min, and then methylbromoacetate (1.5 mL, 15.8 mmol) was added dropwise. After stirring the reaction mixture at 0° C. for 3 h, reaction mixture was warmed to room temperature and concentrated under reduced pressure. To the residue was added water and the aqueous layer was extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford the crude product. The crude product was dissolved in dichloromethane and precipitated with diethyl ether to afford 1.6 g of methyl 2-(3-(phenyl(m-tolyl)methyl)pyrrolidin-1-yl)acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08258306B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-2408f900bd3241da915962e99f6160e9 |
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| Source note | uspto-grants-2012_09 |
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