Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyrrole | HCID 8027 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Bromo-3-methoxypropane | HCID 524551 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 43394783 | HCID 43394783 | 363.9% |
Reaction Steps
To a solution of 1H-pyrrole (5.0 g) in N,N-dimethylformamide (40 mL) was added drop by drop sodium hydride (3.58 g) under ice-cooling, and then the mixture was stirred at room temperature for 20 minutes. Then, thereto was added dropwise a solution of 1-bromo-3-methoxypropane (2.74 g) in N,N-dimethylformamide (2 mL) under ice-cooling, and the mixture was stirred at room temperature for 2 hours. To the reaction mixture was added water under ice-cooling, and then the mixture was extracted with diethyl ether. The organic layer was washed with saturated saline, dried over sodium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=100/1→20/1) to give 1-(3-methoxypropyl)-1H-pyrrole [REx(105-1)] (9.07 g) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09278944B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-91bbdfe8afd64060ba4e1c4d8cae55c8 |
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| Source note | uspto-grants-2016_03 |
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